Abstract

The ultraviolet resonance Raman spectra of the adenine-containing enzymatic redox cofactors nicotinamide adenine dinucleotide and flavin adenine dinucleotide in aqueous solution of physiological concentration are compared with the aim of distinguishing between them and their building block adenine in potential co-occurrence in biological materials. At an excitation wavelength of 266 nm, the spectra are dominated by the strong resonant contribution from adenine; nevertheless, bands assigned to vibrational modes of the nicotinamide and the flavin unit are found to appear at similar signal strength. Comparison of spectra measured at pH 7 with data obtained pH 10 and pH 3 shows characteristic changes when pH is increased or lowered, mainly due to deprotonation of the flavin and nicotinamide moieties, and protonation of the adenine, respectively.

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  1. A.-K. Hopp, P. Grüter, M.O. Hottiger. “Regulation of Glucose Metabolism by NAD+ and ADP-Ribosylation”. Cells. 2019. 8(890): 1–23.
  2. W.-D. Lienhart, V. Gudipati, P. Macheroux. “The Human Flavoproteome”. Arch. Biochem. Biophys. 2013. 535(2): 150–162.
  3. H. Yang, T. Yang, J.A. Baur, E. Perez, T. Matsui, et al. “Nutrient-Sensitive Mitochondrial NAD+ Levels Dictate Cell Survival”. Cell. 2007. 130(6): 1095–1107.
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  5. W.W. Chen, E. Freinkman, T. Wang, K. Birsoy, D.M. Sabatini. “Absolute Quantification of Matrix Metabolites Reveals the Dynamics of Mitochondrial Metabolism”. Cell. 2016. 166(5): 1324–1337.
  6. R.M. Jarvis, R. Goodacre. “Ultra-Violet Resonance Raman Spectroscopy for the Rapid Discrimination of Urinary Tract Infection Bacteria”. FEMS Microbiol. Lett. 2004. 232(2): 127–132.
  7. W.H. Nelson, R. Manoharan, J.F. Sperry. “UV Resonance Raman Studies of Bacteria”. Applied. Spectrosc. Rev. 1992. 27(1): 67–124.
  8. Q. Wu, T. Hamilton, W.H. Nelson, S. Elliott, J.F. Sperry, et al. “UV Raman Spectral Intensities of E. coli and Other Bacteria Excited at 228.9, 244.0, and 248.2 nm”. Anal. Chem. 2001. 73(14): 3432–3440.
  9. O. Žukovskaja, S. Kloss, M.G. Blango, O. Ryabchykov, et al. “UV–Raman Spectroscopic Identification of Fungal Spores Important for Respiratory Diseases”. Anal. Chem. 2018. 90(15): 8912–8918.
  10. H. Fisk, Y. Xu, C. Westley, N.J. Turner, J. Micklefield, et al. “From Multistep Enzyme Monitoring to Whole-Cell Biotransformations: Development of Real-Time Ultraviolet Resonance Raman Spectroscopy”. Anal. Chem. 2017. 89(22): 12527–12532.
  11. N.M. Ralbovsky, P. Dey, B.K. Dey, I.K. Lednev. “Determining the Stages of Cellular Differentiation Using Deep Ultraviolet Resonance Raman Spectroscopy”. Talanta. 2021. 227(1): 122164.
  12. J. Geng, M. Aioub, M.A. El-Sayed, B.A. Barry. “UV Resonance Raman Study of Apoptosis, Platinum-Based Drugs, and Human Cell Lines”. ChemPhysChem. 2018. 19(12): 1428–1431.
  13. V. Pajcini, C.H. Munro, R.W. Bormett, R.E. Witkowski, S.A. Asher. “UV Raman Microspectroscopy: Spectral and Spatial Selectivity with Sensitivity and Simplicity”. Appl. Spectrosc. 1997. 51(1): 81–86.
  14. N.N. Boustany, R. Manoharan, R.R. Dasari, M.S. Feld. “Ultraviolet Resonance Raman Spectroscopy of Bulk and Microscopic Human Colon Tissue”. Appl. Spectrosc. 2000. 54(1): 24–30.
  15. Y. Kumamoto, A. Taguchi, S. Kawata, N.I. Smith. “Deep Ultraviolet Resonant Raman Imaging of a Cell”. J. Biomed. Opt. 2012. 17(7): 1–5.
  16. T. Frosch, M. Schmitt, J. Popp. “In Situ UV Resonance Raman Micro-Spectroscopic Localization of the Antimalarial Quinine in Cinchona Bark”. J. Phys. Chem. B. 2007. 111(16): 4171–4177.
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  19. W.L. Kubasek, B. Hudson, W.L. Peticolas. “Ultraviolet Resonance Raman Excitation Profiles of Nucleic Acid Bases with Excitation from 200 to 300 Nanometers”. Proc. Natl. Acad. Sci. U.S.A. 1985. 82(8): 2369–2373.
  20. M. Majoube, P. Millié, P. Lagant, G. Vergoten. “Resonance Raman Enhancement for Adenine and Guanine Residues”. J. Raman Spectrosc. 1994. 25(10): 821–836.
  21. Y. Nishimura, M. Tsuboi, W.L. Kubasek, K. Bajdor, W.L. Peticolas. “Ultraviolet Resonance Raman Bands of Guanosine and Adenosine Residues Useful for the Determination of Nucleic Acid Conformation”. J. Raman Spectrosc. 1987. 18(3): 221–227.
  22. J.R. Perno, C.A. Grygon, T.G. Spiro. “Ultraviolet Raman Excitation Profiles for the Nucleotides and for the Nucleic Acid Duplexes Poly(rA)-Poly-(rU) and Poly(dG-dC)”. J. Phys. Chem. 1989. 93(15): 5672–5678.
  23. M. Pézolet, T.-J. Yu, W.L. Peticolas. “Resonance and Preresonance Raman Spectra of Nucleotides Using Ultraviolet Lasers”. J. Raman Spectrosc. 1975. 3(1): 55–64.
  24. T.G. Burova, V.V. Ermolenkov, G.N. Ten, R.S. Shcherbakov, et al. “Raman Spectroscopic Study of the Tautomeric Composition of Adenine in Water”. J. Phys. Chem. A. 2011. 115(38): 10600–10609.
  25. W.D. Bowman, T.G. Spiro. “Fluorescence-Free Resonance Raman Spectra of Reduced Nicotinamide Adenine Dinucleotide via Ultraviolet Excitation”. J. Raman Spectrosc. 1980. 9(6): 369–371.
  26. E.G. Rodgers, W.L. Peticolas. “Selective Ultraviolet Resonance Raman Excitation of Individual Chromophores in Nicotinamide Adenine Dinucleotide”. J. Raman Spectrosc. 1980. 9(6): 372–375.
  27. Y. Nishimura, M. Tsuboi. “Raman Spectra of Flavins: Avoidance of Interference from Fluorescence”. Chem. Phys. Lett. 1978. 59(2): 210–213.
  28. R.A. Copeland, T.G. Spiro. “Ultraviolet Resonance Raman Spectroscopy of Flavin Mononucleotide and Flavin–Adenine Dinucleotide”. J. Phys. Chem. 1986. 90(25): 6648–6654.
  29. P.K. Dutta, R. Spencer, C. Walsh, T.G. Spiro. “Resonance Raman and Coherent Anti-Stokes Raman Scattering Spectra of Flavin Derivatives. Vibrational Assignments and the Zwitterionic Structure of 8-Methylamino-Riboflavin”. Biochim. Biophys. Acta, Protein Struct. 1980. 623(1): 77–83.
  30. J. Llopis, J.M. McCaffery, A. Miyawaki, M.G. Farquhar, R.Y. Tsien. “Measurement of Cytosolic, Mitochondrial, and Golgi pH in Single Living Cells with Green Fluorescent Proteins”. Proc. Natl. Acad. Sci. U.S.A. 1998. 95(12): 6803–6808.
  31. J. Santo-Domingo, N. Demaurex. “The Renaissance of Mitochondrial pH”. J. Gen. Physiol. 2012. 139(6): 415–423.
  32. L. Cao, Z. Zhao, T. Zhang, X. Guo, et al. “In Vivo Observation of the pH Alternation in Mitochondria for Various External Stimuli”. Chem. Commun. 2015. 51(97): 17324–17327.
  33. B.E. Billinghurst, S.A. Oladepo, G.R. Loppnow. “pH-Dependent UV Resonance Raman Spectra of Cytosine and Uracil”. J. Phys. Chem. B. 2009. 113(20): 7392–7397.
  34. K.T. Yue, C.L. Martin, D. Chen, P. Nelson, et al. “Raman Spectroscopy of Oxidized and Reduced Nicotinamide Adenine Dinucleotides”. Biochemistry. 1986. 25(17): 4941–4947.
  35. M. Saito, F. D'Amico, F. Bencivenga, R. Cucini, et al. “Spatial Correlation Between Chemical and Topological Defects in Vitreous Silica: UV-Resonance Raman Study”. J. Chem. Phys. 2014. 140(24): 244505.
  36. E. Schauenstein, W. Saenger, J. Schaur Rudolf, G. Desoye, W. Schreibmayer. “Der Einfluß des pH, der Temperatur und der Polarität des Lösungsmittels auf die Absorption des reduzierten und oxidierten Nicotinamidadenin-Dinucleotids bei 260 nm”. Z. Naturforsch., C. Biosci. 1980. 35(1–2): 76–79.
  37. R.V. Hull, P.S. Conger, R.J. Hoobler. “Conformation of NADH Studied by Fluorescence Excitation Transfer Spectroscopy”. Biophys. Chem. 2001. 90(1): 9–16.
  38. S.D.M. Islam, T. Susdorf, A. Penzkofer, P. Hegemann. “Fluorescence Quenching of Flavin Adenine Dinucleotide in Aqueous Solution by pH Dependent Isomerisation and Photo-Induced Electron Transfer”. Chem. Phys. 2003. 295(2): 137–149.
  39. K.T. Yue, J.P. Yang, C.L. Martin, S.K. Lee, K. Shun, et al. “Raman Study of Reduced Nicotinamide Adenine Dinucleotide Bound to Liver Alcohol Dehydrogenase”. Biochemistry. 1984. 23(26): 6480–6483.
  40. M. Abe, Y. Kyogoku. “Vibrational Analysis of Flavin Derivatives: Normal Coordinate Treatments of Lumiflavin”. Spectrochim. Acta, Part A. 1987. 43(8): 1027–1037.
  41. R. Santamaria, E. Charro, A. Zacarías, M. Castro. “Vibrational Spectra of Nucleic Acid Bases and Their Watson–Crick Pair Complexes”. J. Comput. Chem. 1999. 20(5): 511–530.
  42. B. Giese, D. McNaughton. “Surface-Enhanced Raman Spectroscopic and Density Functional Theory Study of Adenine Adsorption to Silver Surfaces”. J. Phys. Chem. B. 2002. 106(1): 101–112.
  43. Y.G. Zheng, P.R. Carey, B.A. Palfey. “Raman Spectrum of Fully Reduced Flavin”. J. Raman Spec. 2004. 35(7): 521–524.
  44. O. Siiman, R. Rivellini, R. Patel. “Orientation and Conformation of NAD and NADH Adsorbed on Colloidal Silver”. Inorg. Chem. 1988. 27(22): 3940–3949.
  45. A. Weigel, A. Dobryakov, B. Klaumünzer, M. Sajadi, P. Saalfrank, et al. “Femtosecond Stimulated Raman Spectroscopy of Flavin After Optical Excitation”. J. Phys. Chem. B. 2011. 115(13): 3656–3680.
  46. E. Papadopoulou, S.E.J. Bell. “Structure of Adenine on Metal Nanoparticles: pH Equilibria and Formation of Ag+ Complexes Detected by Surface-Enhanced Raman Spectroscopy”. J. Phys. Chem. C. 2010. 114(51): 22644–22651.
  47. R.C. Lord, G.J. Thomas. “Raman Spectral Studies of Nucleic Acids and Related Molecules. I: Ribonucleic Acid Derivatives”. Spectrochim. Acta, Part A. 1967. 23(9): 2551–2591.
  48. J. Galbán, I. Sanz-Vicente, J. Navarro, S. de Marcos. “The Intrinsic Fluorescence of FAD and Its Application in Analytical Chemistry: A Review”. Methods Appl. Fluoresc. 2016. 4(4): 042005.
  49. R.L. Benoi, M. Fréchette. “Protonation de l'adénine, de la Purine et de l'adénosine en Milieu Acide Fort”. Can. J. Chem. 1984. 62(5): 995–1000.
  50. S.L. Tan, J.M. Kan, R.D. Webster. “Differences in Proton-Coupled Electron-Transfer Reactions of Flavin Mononucleotide (FMN) and Flavin Adenine Dinucleotide (FAD) Between Buffered and Unbuffered Aqueous Solutions”. J. Phys. Chem. B. 2013. 117(44): 13755–13766.

2021 (1)

N.M. Ralbovsky, P. Dey, B.K. Dey, I.K. Lednev. “Determining the Stages of Cellular Differentiation Using Deep Ultraviolet Resonance Raman Spectroscopy”. Talanta. 2021. 227(1): 122164.

2019 (1)

A.-K. Hopp, P. Grüter, M.O. Hottiger. “Regulation of Glucose Metabolism by NAD+ and ADP-Ribosylation”. Cells. 2019. 8(890): 1–23.

2018 (2)

O. Žukovskaja, S. Kloss, M.G. Blango, O. Ryabchykov, et al. “UV–Raman Spectroscopic Identification of Fungal Spores Important for Respiratory Diseases”. Anal. Chem. 2018. 90(15): 8912–8918.

J. Geng, M. Aioub, M.A. El-Sayed, B.A. Barry. “UV Resonance Raman Study of Apoptosis, Platinum-Based Drugs, and Human Cell Lines”. ChemPhysChem. 2018. 19(12): 1428–1431.

2017 (1)

H. Fisk, Y. Xu, C. Westley, N.J. Turner, J. Micklefield, et al. “From Multistep Enzyme Monitoring to Whole-Cell Biotransformations: Development of Real-Time Ultraviolet Resonance Raman Spectroscopy”. Anal. Chem. 2017. 89(22): 12527–12532.

2016 (2)

W.W. Chen, E. Freinkman, T. Wang, K. Birsoy, D.M. Sabatini. “Absolute Quantification of Matrix Metabolites Reveals the Dynamics of Mitochondrial Metabolism”. Cell. 2016. 166(5): 1324–1337.

J. Galbán, I. Sanz-Vicente, J. Navarro, S. de Marcos. “The Intrinsic Fluorescence of FAD and Its Application in Analytical Chemistry: A Review”. Methods Appl. Fluoresc. 2016. 4(4): 042005.

2015 (1)

L. Cao, Z. Zhao, T. Zhang, X. Guo, et al. “In Vivo Observation of the pH Alternation in Mitochondria for Various External Stimuli”. Chem. Commun. 2015. 51(97): 17324–17327.

2014 (1)

M. Saito, F. D'Amico, F. Bencivenga, R. Cucini, et al. “Spatial Correlation Between Chemical and Topological Defects in Vitreous Silica: UV-Resonance Raman Study”. J. Chem. Phys. 2014. 140(24): 244505.

2013 (2)

W.-D. Lienhart, V. Gudipati, P. Macheroux. “The Human Flavoproteome”. Arch. Biochem. Biophys. 2013. 535(2): 150–162.

S.L. Tan, J.M. Kan, R.D. Webster. “Differences in Proton-Coupled Electron-Transfer Reactions of Flavin Mononucleotide (FMN) and Flavin Adenine Dinucleotide (FAD) Between Buffered and Unbuffered Aqueous Solutions”. J. Phys. Chem. B. 2013. 117(44): 13755–13766.

2012 (2)

Y. Kumamoto, A. Taguchi, S. Kawata, N.I. Smith. “Deep Ultraviolet Resonant Raman Imaging of a Cell”. J. Biomed. Opt. 2012. 17(7): 1–5.

J. Santo-Domingo, N. Demaurex. “The Renaissance of Mitochondrial pH”. J. Gen. Physiol. 2012. 139(6): 415–423.

2011 (2)

T.G. Burova, V.V. Ermolenkov, G.N. Ten, R.S. Shcherbakov, et al. “Raman Spectroscopic Study of the Tautomeric Composition of Adenine in Water”. J. Phys. Chem. A. 2011. 115(38): 10600–10609.

A. Weigel, A. Dobryakov, B. Klaumünzer, M. Sajadi, P. Saalfrank, et al. “Femtosecond Stimulated Raman Spectroscopy of Flavin After Optical Excitation”. J. Phys. Chem. B. 2011. 115(13): 3656–3680.

2010 (1)

E. Papadopoulou, S.E.J. Bell. “Structure of Adenine on Metal Nanoparticles: pH Equilibria and Formation of Ag+ Complexes Detected by Surface-Enhanced Raman Spectroscopy”. J. Phys. Chem. C. 2010. 114(51): 22644–22651.

2009 (1)

B.E. Billinghurst, S.A. Oladepo, G.R. Loppnow. “pH-Dependent UV Resonance Raman Spectra of Cytosine and Uracil”. J. Phys. Chem. B. 2009. 113(20): 7392–7397.

2007 (2)

T. Frosch, M. Schmitt, J. Popp. “In Situ UV Resonance Raman Micro-Spectroscopic Localization of the Antimalarial Quinine in Cinchona Bark”. J. Phys. Chem. B. 2007. 111(16): 4171–4177.

H. Yang, T. Yang, J.A. Baur, E. Perez, T. Matsui, et al. “Nutrient-Sensitive Mitochondrial NAD+ Levels Dictate Cell Survival”. Cell. 2007. 130(6): 1095–1107.

2004 (2)

R.M. Jarvis, R. Goodacre. “Ultra-Violet Resonance Raman Spectroscopy for the Rapid Discrimination of Urinary Tract Infection Bacteria”. FEMS Microbiol. Lett. 2004. 232(2): 127–132.

Y.G. Zheng, P.R. Carey, B.A. Palfey. “Raman Spectrum of Fully Reduced Flavin”. J. Raman Spec. 2004. 35(7): 521–524.

2003 (1)

S.D.M. Islam, T. Susdorf, A. Penzkofer, P. Hegemann. “Fluorescence Quenching of Flavin Adenine Dinucleotide in Aqueous Solution by pH Dependent Isomerisation and Photo-Induced Electron Transfer”. Chem. Phys. 2003. 295(2): 137–149.

2002 (1)

B. Giese, D. McNaughton. “Surface-Enhanced Raman Spectroscopic and Density Functional Theory Study of Adenine Adsorption to Silver Surfaces”. J. Phys. Chem. B. 2002. 106(1): 101–112.

2001 (2)

R.V. Hull, P.S. Conger, R.J. Hoobler. “Conformation of NADH Studied by Fluorescence Excitation Transfer Spectroscopy”. Biophys. Chem. 2001. 90(1): 9–16.

Q. Wu, T. Hamilton, W.H. Nelson, S. Elliott, J.F. Sperry, et al. “UV Raman Spectral Intensities of E. coli and Other Bacteria Excited at 228.9, 244.0, and 248.2 nm”. Anal. Chem. 2001. 73(14): 3432–3440.

2000 (1)

N.N. Boustany, R. Manoharan, R.R. Dasari, M.S. Feld. “Ultraviolet Resonance Raman Spectroscopy of Bulk and Microscopic Human Colon Tissue”. Appl. Spectrosc. 2000. 54(1): 24–30.

1999 (1)

R. Santamaria, E. Charro, A. Zacarías, M. Castro. “Vibrational Spectra of Nucleic Acid Bases and Their Watson–Crick Pair Complexes”. J. Comput. Chem. 1999. 20(5): 511–530.

1998 (1)

J. Llopis, J.M. McCaffery, A. Miyawaki, M.G. Farquhar, R.Y. Tsien. “Measurement of Cytosolic, Mitochondrial, and Golgi pH in Single Living Cells with Green Fluorescent Proteins”. Proc. Natl. Acad. Sci. U.S.A. 1998. 95(12): 6803–6808.

1997 (1)

V. Pajcini, C.H. Munro, R.W. Bormett, R.E. Witkowski, S.A. Asher. “UV Raman Microspectroscopy: Spectral and Spatial Selectivity with Sensitivity and Simplicity”. Appl. Spectrosc. 1997. 51(1): 81–86.

1994 (1)

M. Majoube, P. Millié, P. Lagant, G. Vergoten. “Resonance Raman Enhancement for Adenine and Guanine Residues”. J. Raman Spectrosc. 1994. 25(10): 821–836.

1992 (1)

W.H. Nelson, R. Manoharan, J.F. Sperry. “UV Resonance Raman Studies of Bacteria”. Applied. Spectrosc. Rev. 1992. 27(1): 67–124.

1989 (1)

J.R. Perno, C.A. Grygon, T.G. Spiro. “Ultraviolet Raman Excitation Profiles for the Nucleotides and for the Nucleic Acid Duplexes Poly(rA)-Poly-(rU) and Poly(dG-dC)”. J. Phys. Chem. 1989. 93(15): 5672–5678.

1988 (1)

O. Siiman, R. Rivellini, R. Patel. “Orientation and Conformation of NAD and NADH Adsorbed on Colloidal Silver”. Inorg. Chem. 1988. 27(22): 3940–3949.

1987 (3)

M. Abe, Y. Kyogoku. “Vibrational Analysis of Flavin Derivatives: Normal Coordinate Treatments of Lumiflavin”. Spectrochim. Acta, Part A. 1987. 43(8): 1027–1037.

Y. Nishimura, M. Tsuboi, W.L. Kubasek, K. Bajdor, W.L. Peticolas. “Ultraviolet Resonance Raman Bands of Guanosine and Adenosine Residues Useful for the Determination of Nucleic Acid Conformation”. J. Raman Spectrosc. 1987. 18(3): 221–227.

V. Stocchi, L. Cucchiarini, M. Magnani, G. Fornaini. “Adenine and Pyridine Nucleotides in the Erythrocyte of Different Mammalian Species”. Biochem. Int. 1987. 14(6): 1043–1053.

1986 (2)

R.A. Copeland, T.G. Spiro. “Ultraviolet Resonance Raman Spectroscopy of Flavin Mononucleotide and Flavin–Adenine Dinucleotide”. J. Phys. Chem. 1986. 90(25): 6648–6654.

K.T. Yue, C.L. Martin, D. Chen, P. Nelson, et al. “Raman Spectroscopy of Oxidized and Reduced Nicotinamide Adenine Dinucleotides”. Biochemistry. 1986. 25(17): 4941–4947.

1985 (2)

S.P.A. Fodor, R.P. Rava, T.R. Hays, T.G. Spiro. “Ultraviolet Resonance Raman Spectroscopy of the Nucleotides with 266-, 240-, 218-, and 200 nm Pulsed Laser Excitation”. J. Am. Chem. Soc. 1985. 107(6): 1520–1529.

W.L. Kubasek, B. Hudson, W.L. Peticolas. “Ultraviolet Resonance Raman Excitation Profiles of Nucleic Acid Bases with Excitation from 200 to 300 Nanometers”. Proc. Natl. Acad. Sci. U.S.A. 1985. 82(8): 2369–2373.

1984 (2)

K.T. Yue, J.P. Yang, C.L. Martin, S.K. Lee, K. Shun, et al. “Raman Study of Reduced Nicotinamide Adenine Dinucleotide Bound to Liver Alcohol Dehydrogenase”. Biochemistry. 1984. 23(26): 6480–6483.

R.L. Benoi, M. Fréchette. “Protonation de l'adénine, de la Purine et de l'adénosine en Milieu Acide Fort”. Can. J. Chem. 1984. 62(5): 995–1000.

1980 (4)

E. Schauenstein, W. Saenger, J. Schaur Rudolf, G. Desoye, W. Schreibmayer. “Der Einfluß des pH, der Temperatur und der Polarität des Lösungsmittels auf die Absorption des reduzierten und oxidierten Nicotinamidadenin-Dinucleotids bei 260 nm”. Z. Naturforsch., C. Biosci. 1980. 35(1–2): 76–79.

P.K. Dutta, R. Spencer, C. Walsh, T.G. Spiro. “Resonance Raman and Coherent Anti-Stokes Raman Scattering Spectra of Flavin Derivatives. Vibrational Assignments and the Zwitterionic Structure of 8-Methylamino-Riboflavin”. Biochim. Biophys. Acta, Protein Struct. 1980. 623(1): 77–83.

W.D. Bowman, T.G. Spiro. “Fluorescence-Free Resonance Raman Spectra of Reduced Nicotinamide Adenine Dinucleotide via Ultraviolet Excitation”. J. Raman Spectrosc. 1980. 9(6): 369–371.

E.G. Rodgers, W.L. Peticolas. “Selective Ultraviolet Resonance Raman Excitation of Individual Chromophores in Nicotinamide Adenine Dinucleotide”. J. Raman Spectrosc. 1980. 9(6): 372–375.

1978 (1)

Y. Nishimura, M. Tsuboi. “Raman Spectra of Flavins: Avoidance of Interference from Fluorescence”. Chem. Phys. Lett. 1978. 59(2): 210–213.

1977 (1)

D.C. Blazej, W.L. Peticolas. “Ultraviolet Resonant Raman Spectroscopy of Nucleic Acid Components”. Proc. Natl. Acad. Sci. U.S.A. 1977. 74(7): 2639–2643.

1975 (1)

M. Pézolet, T.-J. Yu, W.L. Peticolas. “Resonance and Preresonance Raman Spectra of Nucleotides Using Ultraviolet Lasers”. J. Raman Spectrosc. 1975. 3(1): 55–64.

1967 (1)

R.C. Lord, G.J. Thomas. “Raman Spectral Studies of Nucleic Acids and Related Molecules. I: Ribonucleic Acid Derivatives”. Spectrochim. Acta, Part A. 1967. 23(9): 2551–2591.

Abe, M.

M. Abe, Y. Kyogoku. “Vibrational Analysis of Flavin Derivatives: Normal Coordinate Treatments of Lumiflavin”. Spectrochim. Acta, Part A. 1987. 43(8): 1027–1037.

Aioub, M.

J. Geng, M. Aioub, M.A. El-Sayed, B.A. Barry. “UV Resonance Raman Study of Apoptosis, Platinum-Based Drugs, and Human Cell Lines”. ChemPhysChem. 2018. 19(12): 1428–1431.

Asher, S.A.

V. Pajcini, C.H. Munro, R.W. Bormett, R.E. Witkowski, S.A. Asher. “UV Raman Microspectroscopy: Spectral and Spatial Selectivity with Sensitivity and Simplicity”. Appl. Spectrosc. 1997. 51(1): 81–86.

Bajdor, K.

Y. Nishimura, M. Tsuboi, W.L. Kubasek, K. Bajdor, W.L. Peticolas. “Ultraviolet Resonance Raman Bands of Guanosine and Adenosine Residues Useful for the Determination of Nucleic Acid Conformation”. J. Raman Spectrosc. 1987. 18(3): 221–227.

Barry, B.A.

J. Geng, M. Aioub, M.A. El-Sayed, B.A. Barry. “UV Resonance Raman Study of Apoptosis, Platinum-Based Drugs, and Human Cell Lines”. ChemPhysChem. 2018. 19(12): 1428–1431.

Baur, J.A.

H. Yang, T. Yang, J.A. Baur, E. Perez, T. Matsui, et al. “Nutrient-Sensitive Mitochondrial NAD+ Levels Dictate Cell Survival”. Cell. 2007. 130(6): 1095–1107.

Bell, S.E.J.

E. Papadopoulou, S.E.J. Bell. “Structure of Adenine on Metal Nanoparticles: pH Equilibria and Formation of Ag+ Complexes Detected by Surface-Enhanced Raman Spectroscopy”. J. Phys. Chem. C. 2010. 114(51): 22644–22651.

Bencivenga, F.

M. Saito, F. D'Amico, F. Bencivenga, R. Cucini, et al. “Spatial Correlation Between Chemical and Topological Defects in Vitreous Silica: UV-Resonance Raman Study”. J. Chem. Phys. 2014. 140(24): 244505.

Benoi, R.L.

R.L. Benoi, M. Fréchette. “Protonation de l'adénine, de la Purine et de l'adénosine en Milieu Acide Fort”. Can. J. Chem. 1984. 62(5): 995–1000.

Billinghurst, B.E.

B.E. Billinghurst, S.A. Oladepo, G.R. Loppnow. “pH-Dependent UV Resonance Raman Spectra of Cytosine and Uracil”. J. Phys. Chem. B. 2009. 113(20): 7392–7397.

Birsoy, K.

W.W. Chen, E. Freinkman, T. Wang, K. Birsoy, D.M. Sabatini. “Absolute Quantification of Matrix Metabolites Reveals the Dynamics of Mitochondrial Metabolism”. Cell. 2016. 166(5): 1324–1337.

Blango, M.G.

O. Žukovskaja, S. Kloss, M.G. Blango, O. Ryabchykov, et al. “UV–Raman Spectroscopic Identification of Fungal Spores Important for Respiratory Diseases”. Anal. Chem. 2018. 90(15): 8912–8918.

Blazej, D.C.

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V. Pajcini, C.H. Munro, R.W. Bormett, R.E. Witkowski, S.A. Asher. “UV Raman Microspectroscopy: Spectral and Spatial Selectivity with Sensitivity and Simplicity”. Appl. Spectrosc. 1997. 51(1): 81–86.

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N.N. Boustany, R. Manoharan, R.R. Dasari, M.S. Feld. “Ultraviolet Resonance Raman Spectroscopy of Bulk and Microscopic Human Colon Tissue”. Appl. Spectrosc. 2000. 54(1): 24–30.

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N.M. Ralbovsky, P. Dey, B.K. Dey, I.K. Lednev. “Determining the Stages of Cellular Differentiation Using Deep Ultraviolet Resonance Raman Spectroscopy”. Talanta. 2021. 227(1): 122164.

Dey, P.

N.M. Ralbovsky, P. Dey, B.K. Dey, I.K. Lednev. “Determining the Stages of Cellular Differentiation Using Deep Ultraviolet Resonance Raman Spectroscopy”. Talanta. 2021. 227(1): 122164.

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J. Geng, M. Aioub, M.A. El-Sayed, B.A. Barry. “UV Resonance Raman Study of Apoptosis, Platinum-Based Drugs, and Human Cell Lines”. ChemPhysChem. 2018. 19(12): 1428–1431.

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T.G. Burova, V.V. Ermolenkov, G.N. Ten, R.S. Shcherbakov, et al. “Raman Spectroscopic Study of the Tautomeric Composition of Adenine in Water”. J. Phys. Chem. A. 2011. 115(38): 10600–10609.

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J. Llopis, J.M. McCaffery, A. Miyawaki, M.G. Farquhar, R.Y. Tsien. “Measurement of Cytosolic, Mitochondrial, and Golgi pH in Single Living Cells with Green Fluorescent Proteins”. Proc. Natl. Acad. Sci. U.S.A. 1998. 95(12): 6803–6808.

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N.N. Boustany, R. Manoharan, R.R. Dasari, M.S. Feld. “Ultraviolet Resonance Raman Spectroscopy of Bulk and Microscopic Human Colon Tissue”. Appl. Spectrosc. 2000. 54(1): 24–30.

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H. Fisk, Y. Xu, C. Westley, N.J. Turner, J. Micklefield, et al. “From Multistep Enzyme Monitoring to Whole-Cell Biotransformations: Development of Real-Time Ultraviolet Resonance Raman Spectroscopy”. Anal. Chem. 2017. 89(22): 12527–12532.

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T. Frosch, M. Schmitt, J. Popp. “In Situ UV Resonance Raman Micro-Spectroscopic Localization of the Antimalarial Quinine in Cinchona Bark”. J. Phys. Chem. B. 2007. 111(16): 4171–4177.

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J. Galbán, I. Sanz-Vicente, J. Navarro, S. de Marcos. “The Intrinsic Fluorescence of FAD and Its Application in Analytical Chemistry: A Review”. Methods Appl. Fluoresc. 2016. 4(4): 042005.

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J.R. Perno, C.A. Grygon, T.G. Spiro. “Ultraviolet Raman Excitation Profiles for the Nucleotides and for the Nucleic Acid Duplexes Poly(rA)-Poly-(rU) and Poly(dG-dC)”. J. Phys. Chem. 1989. 93(15): 5672–5678.

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Q. Wu, T. Hamilton, W.H. Nelson, S. Elliott, J.F. Sperry, et al. “UV Raman Spectral Intensities of E. coli and Other Bacteria Excited at 228.9, 244.0, and 248.2 nm”. Anal. Chem. 2001. 73(14): 3432–3440.

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S.P.A. Fodor, R.P. Rava, T.R. Hays, T.G. Spiro. “Ultraviolet Resonance Raman Spectroscopy of the Nucleotides with 266-, 240-, 218-, and 200 nm Pulsed Laser Excitation”. J. Am. Chem. Soc. 1985. 107(6): 1520–1529.

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S.D.M. Islam, T. Susdorf, A. Penzkofer, P. Hegemann. “Fluorescence Quenching of Flavin Adenine Dinucleotide in Aqueous Solution by pH Dependent Isomerisation and Photo-Induced Electron Transfer”. Chem. Phys. 2003. 295(2): 137–149.

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A.-K. Hopp, P. Grüter, M.O. Hottiger. “Regulation of Glucose Metabolism by NAD+ and ADP-Ribosylation”. Cells. 2019. 8(890): 1–23.

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W.L. Kubasek, B. Hudson, W.L. Peticolas. “Ultraviolet Resonance Raman Excitation Profiles of Nucleic Acid Bases with Excitation from 200 to 300 Nanometers”. Proc. Natl. Acad. Sci. U.S.A. 1985. 82(8): 2369–2373.

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O. Žukovskaja, S. Kloss, M.G. Blango, O. Ryabchykov, et al. “UV–Raman Spectroscopic Identification of Fungal Spores Important for Respiratory Diseases”. Anal. Chem. 2018. 90(15): 8912–8918.

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Y. Nishimura, M. Tsuboi, W.L. Kubasek, K. Bajdor, W.L. Peticolas. “Ultraviolet Resonance Raman Bands of Guanosine and Adenosine Residues Useful for the Determination of Nucleic Acid Conformation”. J. Raman Spectrosc. 1987. 18(3): 221–227.

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M. Majoube, P. Millié, P. Lagant, G. Vergoten. “Resonance Raman Enhancement for Adenine and Guanine Residues”. J. Raman Spectrosc. 1994. 25(10): 821–836.

Lednev, I.K.

N.M. Ralbovsky, P. Dey, B.K. Dey, I.K. Lednev. “Determining the Stages of Cellular Differentiation Using Deep Ultraviolet Resonance Raman Spectroscopy”. Talanta. 2021. 227(1): 122164.

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K.T. Yue, J.P. Yang, C.L. Martin, S.K. Lee, K. Shun, et al. “Raman Study of Reduced Nicotinamide Adenine Dinucleotide Bound to Liver Alcohol Dehydrogenase”. Biochemistry. 1984. 23(26): 6480–6483.

Lienhart, W.-D.

W.-D. Lienhart, V. Gudipati, P. Macheroux. “The Human Flavoproteome”. Arch. Biochem. Biophys. 2013. 535(2): 150–162.

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J. Llopis, J.M. McCaffery, A. Miyawaki, M.G. Farquhar, R.Y. Tsien. “Measurement of Cytosolic, Mitochondrial, and Golgi pH in Single Living Cells with Green Fluorescent Proteins”. Proc. Natl. Acad. Sci. U.S.A. 1998. 95(12): 6803–6808.

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B.E. Billinghurst, S.A. Oladepo, G.R. Loppnow. “pH-Dependent UV Resonance Raman Spectra of Cytosine and Uracil”. J. Phys. Chem. B. 2009. 113(20): 7392–7397.

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V. Stocchi, L. Cucchiarini, M. Magnani, G. Fornaini. “Adenine and Pyridine Nucleotides in the Erythrocyte of Different Mammalian Species”. Biochem. Int. 1987. 14(6): 1043–1053.

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M. Majoube, P. Millié, P. Lagant, G. Vergoten. “Resonance Raman Enhancement for Adenine and Guanine Residues”. J. Raman Spectrosc. 1994. 25(10): 821–836.

Manoharan, R.

N.N. Boustany, R. Manoharan, R.R. Dasari, M.S. Feld. “Ultraviolet Resonance Raman Spectroscopy of Bulk and Microscopic Human Colon Tissue”. Appl. Spectrosc. 2000. 54(1): 24–30.

W.H. Nelson, R. Manoharan, J.F. Sperry. “UV Resonance Raman Studies of Bacteria”. Applied. Spectrosc. Rev. 1992. 27(1): 67–124.

Martin, C.L.

K.T. Yue, C.L. Martin, D. Chen, P. Nelson, et al. “Raman Spectroscopy of Oxidized and Reduced Nicotinamide Adenine Dinucleotides”. Biochemistry. 1986. 25(17): 4941–4947.

K.T. Yue, J.P. Yang, C.L. Martin, S.K. Lee, K. Shun, et al. “Raman Study of Reduced Nicotinamide Adenine Dinucleotide Bound to Liver Alcohol Dehydrogenase”. Biochemistry. 1984. 23(26): 6480–6483.

Matsui, T.

H. Yang, T. Yang, J.A. Baur, E. Perez, T. Matsui, et al. “Nutrient-Sensitive Mitochondrial NAD+ Levels Dictate Cell Survival”. Cell. 2007. 130(6): 1095–1107.

McCaffery, J.M.

J. Llopis, J.M. McCaffery, A. Miyawaki, M.G. Farquhar, R.Y. Tsien. “Measurement of Cytosolic, Mitochondrial, and Golgi pH in Single Living Cells with Green Fluorescent Proteins”. Proc. Natl. Acad. Sci. U.S.A. 1998. 95(12): 6803–6808.

McNaughton, D.

B. Giese, D. McNaughton. “Surface-Enhanced Raman Spectroscopic and Density Functional Theory Study of Adenine Adsorption to Silver Surfaces”. J. Phys. Chem. B. 2002. 106(1): 101–112.

Micklefield, J.

H. Fisk, Y. Xu, C. Westley, N.J. Turner, J. Micklefield, et al. “From Multistep Enzyme Monitoring to Whole-Cell Biotransformations: Development of Real-Time Ultraviolet Resonance Raman Spectroscopy”. Anal. Chem. 2017. 89(22): 12527–12532.

Millié, P.

M. Majoube, P. Millié, P. Lagant, G. Vergoten. “Resonance Raman Enhancement for Adenine and Guanine Residues”. J. Raman Spectrosc. 1994. 25(10): 821–836.

Miyawaki, A.

J. Llopis, J.M. McCaffery, A. Miyawaki, M.G. Farquhar, R.Y. Tsien. “Measurement of Cytosolic, Mitochondrial, and Golgi pH in Single Living Cells with Green Fluorescent Proteins”. Proc. Natl. Acad. Sci. U.S.A. 1998. 95(12): 6803–6808.

Munro, C.H.

V. Pajcini, C.H. Munro, R.W. Bormett, R.E. Witkowski, S.A. Asher. “UV Raman Microspectroscopy: Spectral and Spatial Selectivity with Sensitivity and Simplicity”. Appl. Spectrosc. 1997. 51(1): 81–86.

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J. Galbán, I. Sanz-Vicente, J. Navarro, S. de Marcos. “The Intrinsic Fluorescence of FAD and Its Application in Analytical Chemistry: A Review”. Methods Appl. Fluoresc. 2016. 4(4): 042005.

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K.T. Yue, C.L. Martin, D. Chen, P. Nelson, et al. “Raman Spectroscopy of Oxidized and Reduced Nicotinamide Adenine Dinucleotides”. Biochemistry. 1986. 25(17): 4941–4947.

Nelson, W.H.

Q. Wu, T. Hamilton, W.H. Nelson, S. Elliott, J.F. Sperry, et al. “UV Raman Spectral Intensities of E. coli and Other Bacteria Excited at 228.9, 244.0, and 248.2 nm”. Anal. Chem. 2001. 73(14): 3432–3440.

W.H. Nelson, R. Manoharan, J.F. Sperry. “UV Resonance Raman Studies of Bacteria”. Applied. Spectrosc. Rev. 1992. 27(1): 67–124.

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Y. Nishimura, M. Tsuboi, W.L. Kubasek, K. Bajdor, W.L. Peticolas. “Ultraviolet Resonance Raman Bands of Guanosine and Adenosine Residues Useful for the Determination of Nucleic Acid Conformation”. J. Raman Spectrosc. 1987. 18(3): 221–227.

Y. Nishimura, M. Tsuboi. “Raman Spectra of Flavins: Avoidance of Interference from Fluorescence”. Chem. Phys. Lett. 1978. 59(2): 210–213.

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B.E. Billinghurst, S.A. Oladepo, G.R. Loppnow. “pH-Dependent UV Resonance Raman Spectra of Cytosine and Uracil”. J. Phys. Chem. B. 2009. 113(20): 7392–7397.

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V. Pajcini, C.H. Munro, R.W. Bormett, R.E. Witkowski, S.A. Asher. “UV Raman Microspectroscopy: Spectral and Spatial Selectivity with Sensitivity and Simplicity”. Appl. Spectrosc. 1997. 51(1): 81–86.

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Y.G. Zheng, P.R. Carey, B.A. Palfey. “Raman Spectrum of Fully Reduced Flavin”. J. Raman Spec. 2004. 35(7): 521–524.

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O. Siiman, R. Rivellini, R. Patel. “Orientation and Conformation of NAD and NADH Adsorbed on Colloidal Silver”. Inorg. Chem. 1988. 27(22): 3940–3949.

Penzkofer, A.

S.D.M. Islam, T. Susdorf, A. Penzkofer, P. Hegemann. “Fluorescence Quenching of Flavin Adenine Dinucleotide in Aqueous Solution by pH Dependent Isomerisation and Photo-Induced Electron Transfer”. Chem. Phys. 2003. 295(2): 137–149.

Perez, E.

H. Yang, T. Yang, J.A. Baur, E. Perez, T. Matsui, et al. “Nutrient-Sensitive Mitochondrial NAD+ Levels Dictate Cell Survival”. Cell. 2007. 130(6): 1095–1107.

Perno, J.R.

J.R. Perno, C.A. Grygon, T.G. Spiro. “Ultraviolet Raman Excitation Profiles for the Nucleotides and for the Nucleic Acid Duplexes Poly(rA)-Poly-(rU) and Poly(dG-dC)”. J. Phys. Chem. 1989. 93(15): 5672–5678.

Peticolas, W.L.

Y. Nishimura, M. Tsuboi, W.L. Kubasek, K. Bajdor, W.L. Peticolas. “Ultraviolet Resonance Raman Bands of Guanosine and Adenosine Residues Useful for the Determination of Nucleic Acid Conformation”. J. Raman Spectrosc. 1987. 18(3): 221–227.

W.L. Kubasek, B. Hudson, W.L. Peticolas. “Ultraviolet Resonance Raman Excitation Profiles of Nucleic Acid Bases with Excitation from 200 to 300 Nanometers”. Proc. Natl. Acad. Sci. U.S.A. 1985. 82(8): 2369–2373.

E.G. Rodgers, W.L. Peticolas. “Selective Ultraviolet Resonance Raman Excitation of Individual Chromophores in Nicotinamide Adenine Dinucleotide”. J. Raman Spectrosc. 1980. 9(6): 372–375.

D.C. Blazej, W.L. Peticolas. “Ultraviolet Resonant Raman Spectroscopy of Nucleic Acid Components”. Proc. Natl. Acad. Sci. U.S.A. 1977. 74(7): 2639–2643.

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T. Frosch, M. Schmitt, J. Popp. “In Situ UV Resonance Raman Micro-Spectroscopic Localization of the Antimalarial Quinine in Cinchona Bark”. J. Phys. Chem. B. 2007. 111(16): 4171–4177.

Ralbovsky, N.M.

N.M. Ralbovsky, P. Dey, B.K. Dey, I.K. Lednev. “Determining the Stages of Cellular Differentiation Using Deep Ultraviolet Resonance Raman Spectroscopy”. Talanta. 2021. 227(1): 122164.

Rava, R.P.

S.P.A. Fodor, R.P. Rava, T.R. Hays, T.G. Spiro. “Ultraviolet Resonance Raman Spectroscopy of the Nucleotides with 266-, 240-, 218-, and 200 nm Pulsed Laser Excitation”. J. Am. Chem. Soc. 1985. 107(6): 1520–1529.

Rivellini, R.

O. Siiman, R. Rivellini, R. Patel. “Orientation and Conformation of NAD and NADH Adsorbed on Colloidal Silver”. Inorg. Chem. 1988. 27(22): 3940–3949.

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E.G. Rodgers, W.L. Peticolas. “Selective Ultraviolet Resonance Raman Excitation of Individual Chromophores in Nicotinamide Adenine Dinucleotide”. J. Raman Spectrosc. 1980. 9(6): 372–375.

Ryabchykov, O.

O. Žukovskaja, S. Kloss, M.G. Blango, O. Ryabchykov, et al. “UV–Raman Spectroscopic Identification of Fungal Spores Important for Respiratory Diseases”. Anal. Chem. 2018. 90(15): 8912–8918.

Saalfrank, P.

A. Weigel, A. Dobryakov, B. Klaumünzer, M. Sajadi, P. Saalfrank, et al. “Femtosecond Stimulated Raman Spectroscopy of Flavin After Optical Excitation”. J. Phys. Chem. B. 2011. 115(13): 3656–3680.

Sabatini, D.M.

W.W. Chen, E. Freinkman, T. Wang, K. Birsoy, D.M. Sabatini. “Absolute Quantification of Matrix Metabolites Reveals the Dynamics of Mitochondrial Metabolism”. Cell. 2016. 166(5): 1324–1337.

Saenger, W.

E. Schauenstein, W. Saenger, J. Schaur Rudolf, G. Desoye, W. Schreibmayer. “Der Einfluß des pH, der Temperatur und der Polarität des Lösungsmittels auf die Absorption des reduzierten und oxidierten Nicotinamidadenin-Dinucleotids bei 260 nm”. Z. Naturforsch., C. Biosci. 1980. 35(1–2): 76–79.

Saito, M.

M. Saito, F. D'Amico, F. Bencivenga, R. Cucini, et al. “Spatial Correlation Between Chemical and Topological Defects in Vitreous Silica: UV-Resonance Raman Study”. J. Chem. Phys. 2014. 140(24): 244505.

Sajadi, M.

A. Weigel, A. Dobryakov, B. Klaumünzer, M. Sajadi, P. Saalfrank, et al. “Femtosecond Stimulated Raman Spectroscopy of Flavin After Optical Excitation”. J. Phys. Chem. B. 2011. 115(13): 3656–3680.

Santamaria, R.

R. Santamaria, E. Charro, A. Zacarías, M. Castro. “Vibrational Spectra of Nucleic Acid Bases and Their Watson–Crick Pair Complexes”. J. Comput. Chem. 1999. 20(5): 511–530.

Santo-Domingo, J.

J. Santo-Domingo, N. Demaurex. “The Renaissance of Mitochondrial pH”. J. Gen. Physiol. 2012. 139(6): 415–423.

Sanz-Vicente, I.

J. Galbán, I. Sanz-Vicente, J. Navarro, S. de Marcos. “The Intrinsic Fluorescence of FAD and Its Application in Analytical Chemistry: A Review”. Methods Appl. Fluoresc. 2016. 4(4): 042005.

Schauenstein, E.

E. Schauenstein, W. Saenger, J. Schaur Rudolf, G. Desoye, W. Schreibmayer. “Der Einfluß des pH, der Temperatur und der Polarität des Lösungsmittels auf die Absorption des reduzierten und oxidierten Nicotinamidadenin-Dinucleotids bei 260 nm”. Z. Naturforsch., C. Biosci. 1980. 35(1–2): 76–79.

Schaur Rudolf, J.

E. Schauenstein, W. Saenger, J. Schaur Rudolf, G. Desoye, W. Schreibmayer. “Der Einfluß des pH, der Temperatur und der Polarität des Lösungsmittels auf die Absorption des reduzierten und oxidierten Nicotinamidadenin-Dinucleotids bei 260 nm”. Z. Naturforsch., C. Biosci. 1980. 35(1–2): 76–79.

Schmitt, M.

T. Frosch, M. Schmitt, J. Popp. “In Situ UV Resonance Raman Micro-Spectroscopic Localization of the Antimalarial Quinine in Cinchona Bark”. J. Phys. Chem. B. 2007. 111(16): 4171–4177.

Schreibmayer, W.

E. Schauenstein, W. Saenger, J. Schaur Rudolf, G. Desoye, W. Schreibmayer. “Der Einfluß des pH, der Temperatur und der Polarität des Lösungsmittels auf die Absorption des reduzierten und oxidierten Nicotinamidadenin-Dinucleotids bei 260 nm”. Z. Naturforsch., C. Biosci. 1980. 35(1–2): 76–79.

Shcherbakov, R.S.

T.G. Burova, V.V. Ermolenkov, G.N. Ten, R.S. Shcherbakov, et al. “Raman Spectroscopic Study of the Tautomeric Composition of Adenine in Water”. J. Phys. Chem. A. 2011. 115(38): 10600–10609.

Shun, K.

K.T. Yue, J.P. Yang, C.L. Martin, S.K. Lee, K. Shun, et al. “Raman Study of Reduced Nicotinamide Adenine Dinucleotide Bound to Liver Alcohol Dehydrogenase”. Biochemistry. 1984. 23(26): 6480–6483.

Siiman, O.

O. Siiman, R. Rivellini, R. Patel. “Orientation and Conformation of NAD and NADH Adsorbed on Colloidal Silver”. Inorg. Chem. 1988. 27(22): 3940–3949.

Smith, N.I.

Y. Kumamoto, A. Taguchi, S. Kawata, N.I. Smith. “Deep Ultraviolet Resonant Raman Imaging of a Cell”. J. Biomed. Opt. 2012. 17(7): 1–5.

Spencer, R.

P.K. Dutta, R. Spencer, C. Walsh, T.G. Spiro. “Resonance Raman and Coherent Anti-Stokes Raman Scattering Spectra of Flavin Derivatives. Vibrational Assignments and the Zwitterionic Structure of 8-Methylamino-Riboflavin”. Biochim. Biophys. Acta, Protein Struct. 1980. 623(1): 77–83.

Sperry, J.F.

Q. Wu, T. Hamilton, W.H. Nelson, S. Elliott, J.F. Sperry, et al. “UV Raman Spectral Intensities of E. coli and Other Bacteria Excited at 228.9, 244.0, and 248.2 nm”. Anal. Chem. 2001. 73(14): 3432–3440.

W.H. Nelson, R. Manoharan, J.F. Sperry. “UV Resonance Raman Studies of Bacteria”. Applied. Spectrosc. Rev. 1992. 27(1): 67–124.

Spiro, T.G.

J.R. Perno, C.A. Grygon, T.G. Spiro. “Ultraviolet Raman Excitation Profiles for the Nucleotides and for the Nucleic Acid Duplexes Poly(rA)-Poly-(rU) and Poly(dG-dC)”. J. Phys. Chem. 1989. 93(15): 5672–5678.

R.A. Copeland, T.G. Spiro. “Ultraviolet Resonance Raman Spectroscopy of Flavin Mononucleotide and Flavin–Adenine Dinucleotide”. J. Phys. Chem. 1986. 90(25): 6648–6654.

S.P.A. Fodor, R.P. Rava, T.R. Hays, T.G. Spiro. “Ultraviolet Resonance Raman Spectroscopy of the Nucleotides with 266-, 240-, 218-, and 200 nm Pulsed Laser Excitation”. J. Am. Chem. Soc. 1985. 107(6): 1520–1529.

P.K. Dutta, R. Spencer, C. Walsh, T.G. Spiro. “Resonance Raman and Coherent Anti-Stokes Raman Scattering Spectra of Flavin Derivatives. Vibrational Assignments and the Zwitterionic Structure of 8-Methylamino-Riboflavin”. Biochim. Biophys. Acta, Protein Struct. 1980. 623(1): 77–83.

W.D. Bowman, T.G. Spiro. “Fluorescence-Free Resonance Raman Spectra of Reduced Nicotinamide Adenine Dinucleotide via Ultraviolet Excitation”. J. Raman Spectrosc. 1980. 9(6): 369–371.

Stocchi, V.

V. Stocchi, L. Cucchiarini, M. Magnani, G. Fornaini. “Adenine and Pyridine Nucleotides in the Erythrocyte of Different Mammalian Species”. Biochem. Int. 1987. 14(6): 1043–1053.

Susdorf, T.

S.D.M. Islam, T. Susdorf, A. Penzkofer, P. Hegemann. “Fluorescence Quenching of Flavin Adenine Dinucleotide in Aqueous Solution by pH Dependent Isomerisation and Photo-Induced Electron Transfer”. Chem. Phys. 2003. 295(2): 137–149.

Taguchi, A.

Y. Kumamoto, A. Taguchi, S. Kawata, N.I. Smith. “Deep Ultraviolet Resonant Raman Imaging of a Cell”. J. Biomed. Opt. 2012. 17(7): 1–5.

Tan, S.L.

S.L. Tan, J.M. Kan, R.D. Webster. “Differences in Proton-Coupled Electron-Transfer Reactions of Flavin Mononucleotide (FMN) and Flavin Adenine Dinucleotide (FAD) Between Buffered and Unbuffered Aqueous Solutions”. J. Phys. Chem. B. 2013. 117(44): 13755–13766.

Ten, G.N.

T.G. Burova, V.V. Ermolenkov, G.N. Ten, R.S. Shcherbakov, et al. “Raman Spectroscopic Study of the Tautomeric Composition of Adenine in Water”. J. Phys. Chem. A. 2011. 115(38): 10600–10609.

Thomas, G.J.

R.C. Lord, G.J. Thomas. “Raman Spectral Studies of Nucleic Acids and Related Molecules. I: Ribonucleic Acid Derivatives”. Spectrochim. Acta, Part A. 1967. 23(9): 2551–2591.

Tsien, R.Y.

J. Llopis, J.M. McCaffery, A. Miyawaki, M.G. Farquhar, R.Y. Tsien. “Measurement of Cytosolic, Mitochondrial, and Golgi pH in Single Living Cells with Green Fluorescent Proteins”. Proc. Natl. Acad. Sci. U.S.A. 1998. 95(12): 6803–6808.

Tsuboi, M.

Y. Nishimura, M. Tsuboi, W.L. Kubasek, K. Bajdor, W.L. Peticolas. “Ultraviolet Resonance Raman Bands of Guanosine and Adenosine Residues Useful for the Determination of Nucleic Acid Conformation”. J. Raman Spectrosc. 1987. 18(3): 221–227.

Y. Nishimura, M. Tsuboi. “Raman Spectra of Flavins: Avoidance of Interference from Fluorescence”. Chem. Phys. Lett. 1978. 59(2): 210–213.

Turner, N.J.

H. Fisk, Y. Xu, C. Westley, N.J. Turner, J. Micklefield, et al. “From Multistep Enzyme Monitoring to Whole-Cell Biotransformations: Development of Real-Time Ultraviolet Resonance Raman Spectroscopy”. Anal. Chem. 2017. 89(22): 12527–12532.

Vergoten, G.

M. Majoube, P. Millié, P. Lagant, G. Vergoten. “Resonance Raman Enhancement for Adenine and Guanine Residues”. J. Raman Spectrosc. 1994. 25(10): 821–836.

Walsh, C.

P.K. Dutta, R. Spencer, C. Walsh, T.G. Spiro. “Resonance Raman and Coherent Anti-Stokes Raman Scattering Spectra of Flavin Derivatives. Vibrational Assignments and the Zwitterionic Structure of 8-Methylamino-Riboflavin”. Biochim. Biophys. Acta, Protein Struct. 1980. 623(1): 77–83.

Wang, T.

W.W. Chen, E. Freinkman, T. Wang, K. Birsoy, D.M. Sabatini. “Absolute Quantification of Matrix Metabolites Reveals the Dynamics of Mitochondrial Metabolism”. Cell. 2016. 166(5): 1324–1337.

Webster, R.D.

S.L. Tan, J.M. Kan, R.D. Webster. “Differences in Proton-Coupled Electron-Transfer Reactions of Flavin Mononucleotide (FMN) and Flavin Adenine Dinucleotide (FAD) Between Buffered and Unbuffered Aqueous Solutions”. J. Phys. Chem. B. 2013. 117(44): 13755–13766.

Weigel, A.

A. Weigel, A. Dobryakov, B. Klaumünzer, M. Sajadi, P. Saalfrank, et al. “Femtosecond Stimulated Raman Spectroscopy of Flavin After Optical Excitation”. J. Phys. Chem. B. 2011. 115(13): 3656–3680.

Westley, C.

H. Fisk, Y. Xu, C. Westley, N.J. Turner, J. Micklefield, et al. “From Multistep Enzyme Monitoring to Whole-Cell Biotransformations: Development of Real-Time Ultraviolet Resonance Raman Spectroscopy”. Anal. Chem. 2017. 89(22): 12527–12532.

Witkowski, R.E.

V. Pajcini, C.H. Munro, R.W. Bormett, R.E. Witkowski, S.A. Asher. “UV Raman Microspectroscopy: Spectral and Spatial Selectivity with Sensitivity and Simplicity”. Appl. Spectrosc. 1997. 51(1): 81–86.

Wu, Q.

Q. Wu, T. Hamilton, W.H. Nelson, S. Elliott, J.F. Sperry, et al. “UV Raman Spectral Intensities of E. coli and Other Bacteria Excited at 228.9, 244.0, and 248.2 nm”. Anal. Chem. 2001. 73(14): 3432–3440.

Xu, Y.

H. Fisk, Y. Xu, C. Westley, N.J. Turner, J. Micklefield, et al. “From Multistep Enzyme Monitoring to Whole-Cell Biotransformations: Development of Real-Time Ultraviolet Resonance Raman Spectroscopy”. Anal. Chem. 2017. 89(22): 12527–12532.

Yang, H.

H. Yang, T. Yang, J.A. Baur, E. Perez, T. Matsui, et al. “Nutrient-Sensitive Mitochondrial NAD+ Levels Dictate Cell Survival”. Cell. 2007. 130(6): 1095–1107.

Yang, J.P.

K.T. Yue, J.P. Yang, C.L. Martin, S.K. Lee, K. Shun, et al. “Raman Study of Reduced Nicotinamide Adenine Dinucleotide Bound to Liver Alcohol Dehydrogenase”. Biochemistry. 1984. 23(26): 6480–6483.

Yang, T.

H. Yang, T. Yang, J.A. Baur, E. Perez, T. Matsui, et al. “Nutrient-Sensitive Mitochondrial NAD+ Levels Dictate Cell Survival”. Cell. 2007. 130(6): 1095–1107.

Yu, T.-J.

M. Pézolet, T.-J. Yu, W.L. Peticolas. “Resonance and Preresonance Raman Spectra of Nucleotides Using Ultraviolet Lasers”. J. Raman Spectrosc. 1975. 3(1): 55–64.

Yue, K.T.

K.T. Yue, C.L. Martin, D. Chen, P. Nelson, et al. “Raman Spectroscopy of Oxidized and Reduced Nicotinamide Adenine Dinucleotides”. Biochemistry. 1986. 25(17): 4941–4947.

K.T. Yue, J.P. Yang, C.L. Martin, S.K. Lee, K. Shun, et al. “Raman Study of Reduced Nicotinamide Adenine Dinucleotide Bound to Liver Alcohol Dehydrogenase”. Biochemistry. 1984. 23(26): 6480–6483.

Zacarías, A.

R. Santamaria, E. Charro, A. Zacarías, M. Castro. “Vibrational Spectra of Nucleic Acid Bases and Their Watson–Crick Pair Complexes”. J. Comput. Chem. 1999. 20(5): 511–530.

Zhang, T.

L. Cao, Z. Zhao, T. Zhang, X. Guo, et al. “In Vivo Observation of the pH Alternation in Mitochondria for Various External Stimuli”. Chem. Commun. 2015. 51(97): 17324–17327.

Zhao, Z.

L. Cao, Z. Zhao, T. Zhang, X. Guo, et al. “In Vivo Observation of the pH Alternation in Mitochondria for Various External Stimuli”. Chem. Commun. 2015. 51(97): 17324–17327.

Zheng, Y.G.

Y.G. Zheng, P.R. Carey, B.A. Palfey. “Raman Spectrum of Fully Reduced Flavin”. J. Raman Spec. 2004. 35(7): 521–524.

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O. Žukovskaja, S. Kloss, M.G. Blango, O. Ryabchykov, et al. “UV–Raman Spectroscopic Identification of Fungal Spores Important for Respiratory Diseases”. Anal. Chem. 2018. 90(15): 8912–8918.

Anal. Chem (2)

O. Žukovskaja, S. Kloss, M.G. Blango, O. Ryabchykov, et al. “UV–Raman Spectroscopic Identification of Fungal Spores Important for Respiratory Diseases”. Anal. Chem. 2018. 90(15): 8912–8918.

H. Fisk, Y. Xu, C. Westley, N.J. Turner, J. Micklefield, et al. “From Multistep Enzyme Monitoring to Whole-Cell Biotransformations: Development of Real-Time Ultraviolet Resonance Raman Spectroscopy”. Anal. Chem. 2017. 89(22): 12527–12532.

Appl. Spectrosc (2)

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N.N. Boustany, R. Manoharan, R.R. Dasari, M.S. Feld. “Ultraviolet Resonance Raman Spectroscopy of Bulk and Microscopic Human Colon Tissue”. Appl. Spectrosc. 2000. 54(1): 24–30.

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K.T. Yue, C.L. Martin, D. Chen, P. Nelson, et al. “Raman Spectroscopy of Oxidized and Reduced Nicotinamide Adenine Dinucleotides”. Biochemistry. 1986. 25(17): 4941–4947.

K.T. Yue, J.P. Yang, C.L. Martin, S.K. Lee, K. Shun, et al. “Raman Study of Reduced Nicotinamide Adenine Dinucleotide Bound to Liver Alcohol Dehydrogenase”. Biochemistry. 1984. 23(26): 6480–6483.

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H. Yang, T. Yang, J.A. Baur, E. Perez, T. Matsui, et al. “Nutrient-Sensitive Mitochondrial NAD+ Levels Dictate Cell Survival”. Cell. 2007. 130(6): 1095–1107.

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Chem. Phys (1)

S.D.M. Islam, T. Susdorf, A. Penzkofer, P. Hegemann. “Fluorescence Quenching of Flavin Adenine Dinucleotide in Aqueous Solution by pH Dependent Isomerisation and Photo-Induced Electron Transfer”. Chem. Phys. 2003. 295(2): 137–149.

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Q. Wu, T. Hamilton, W.H. Nelson, S. Elliott, J.F. Sperry, et al. “UV Raman Spectral Intensities of E. coli and Other Bacteria Excited at 228.9, 244.0, and 248.2 nm”. Anal. Chem. 2001. 73(14): 3432–3440.

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O. Siiman, R. Rivellini, R. Patel. “Orientation and Conformation of NAD and NADH Adsorbed on Colloidal Silver”. Inorg. Chem. 1988. 27(22): 3940–3949.

J. Am. Chem. Soc (1)

S.P.A. Fodor, R.P. Rava, T.R. Hays, T.G. Spiro. “Ultraviolet Resonance Raman Spectroscopy of the Nucleotides with 266-, 240-, 218-, and 200 nm Pulsed Laser Excitation”. J. Am. Chem. Soc. 1985. 107(6): 1520–1529.

J. Biomed. Opt (1)

Y. Kumamoto, A. Taguchi, S. Kawata, N.I. Smith. “Deep Ultraviolet Resonant Raman Imaging of a Cell”. J. Biomed. Opt. 2012. 17(7): 1–5.

J. Chem. Phys (1)

M. Saito, F. D'Amico, F. Bencivenga, R. Cucini, et al. “Spatial Correlation Between Chemical and Topological Defects in Vitreous Silica: UV-Resonance Raman Study”. J. Chem. Phys. 2014. 140(24): 244505.

J. Comput. Chem (1)

R. Santamaria, E. Charro, A. Zacarías, M. Castro. “Vibrational Spectra of Nucleic Acid Bases and Their Watson–Crick Pair Complexes”. J. Comput. Chem. 1999. 20(5): 511–530.

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J. Santo-Domingo, N. Demaurex. “The Renaissance of Mitochondrial pH”. J. Gen. Physiol. 2012. 139(6): 415–423.

J. Phys. Chem (2)

R.A. Copeland, T.G. Spiro. “Ultraviolet Resonance Raman Spectroscopy of Flavin Mononucleotide and Flavin–Adenine Dinucleotide”. J. Phys. Chem. 1986. 90(25): 6648–6654.

J.R. Perno, C.A. Grygon, T.G. Spiro. “Ultraviolet Raman Excitation Profiles for the Nucleotides and for the Nucleic Acid Duplexes Poly(rA)-Poly-(rU) and Poly(dG-dC)”. J. Phys. Chem. 1989. 93(15): 5672–5678.

J. Phys. Chem. A (1)

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T. Frosch, M. Schmitt, J. Popp. “In Situ UV Resonance Raman Micro-Spectroscopic Localization of the Antimalarial Quinine in Cinchona Bark”. J. Phys. Chem. B. 2007. 111(16): 4171–4177.

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M. Pézolet, T.-J. Yu, W.L. Peticolas. “Resonance and Preresonance Raman Spectra of Nucleotides Using Ultraviolet Lasers”. J. Raman Spectrosc. 1975. 3(1): 55–64.

M. Majoube, P. Millié, P. Lagant, G. Vergoten. “Resonance Raman Enhancement for Adenine and Guanine Residues”. J. Raman Spectrosc. 1994. 25(10): 821–836.

Y. Nishimura, M. Tsuboi, W.L. Kubasek, K. Bajdor, W.L. Peticolas. “Ultraviolet Resonance Raman Bands of Guanosine and Adenosine Residues Useful for the Determination of Nucleic Acid Conformation”. J. Raman Spectrosc. 1987. 18(3): 221–227.

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J. Galbán, I. Sanz-Vicente, J. Navarro, S. de Marcos. “The Intrinsic Fluorescence of FAD and Its Application in Analytical Chemistry: A Review”. Methods Appl. Fluoresc. 2016. 4(4): 042005.

Proc. Natl. Acad. Sci. U.S.A (3)

J. Llopis, J.M. McCaffery, A. Miyawaki, M.G. Farquhar, R.Y. Tsien. “Measurement of Cytosolic, Mitochondrial, and Golgi pH in Single Living Cells with Green Fluorescent Proteins”. Proc. Natl. Acad. Sci. U.S.A. 1998. 95(12): 6803–6808.

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Supplementary Material (1)

NameDescription
Supplement 1       sj-pdf-1-asp-10.1177_00037028211025575 - Supplemental material for pH-Dependent Flavin Adenine Dinucleotide and Nicotinamide Adenine Dinucleotide Ultraviolet Resonance Raman (UVRR) Spectra at Intracellular Concentration

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