Manifestation of intermolecular hydrogen bond in hetero-complexes of biologically active substances probed by the methods of vibrational spectroscopy
Keywords:
hetero-association, hydrogen bonding, infrared spectroscopy, Raman spectroscopy, biologically active substances
Abstract
The investigation of the hetero-association of biologically active substances (flavin mononucleotide
(FMN), ethidium bromide (EB), proflavine (PRF), theophylline (TPH) and caffeine (CAF)) was carried in
neutral aqueous solutions by IR and Raman spectroscopy. The analysis of IR and Raman spectra showed
the formation of intermolecular hydrogen bonds between the functional groups (C=O and NH2) in FMNEB, FMN-PRF and TPH-EB heterocomplexes. The observed shift of vibration frequencies of carbonyl
groups in the IR spectra allowed us to estimate the values of the enthalpy of H-bonds. It is shown that
intermolecular hydrogen bonds additionally stabilize these structures.
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References
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2. Chirgadze Ju.N. Infrakrasnye spektry i struktura polipeptidov i belkov / Jurij Nikolaevich Chirgadze. – M.: Nauka, 1965, – 135 s. – Bibliogr.: s. 131–133. – UDK 547. 69:66.085.1.
3. Evstigneev M.P. 1H NMR study of the hetero-association of flavin-mononucleotide with mutagenic dyes: ethidium bromide and proflavine / M.P. Evstigneev, Yu.V. Mukhina, D.B. Davies // Molecular Phys., 2006. – V. 104, N. 4. – P. 647–654.
4. Andrejuk D.D. Structural and thermodynamic analysis of the hetero-association of theophylline with aromatic drug molecules / D.D. Andrejuk, A.A. Hernandez Santiago, V.V. Khomich, et all. // J. Mol. Str., 2008. – Vol. 889. – P. 229–236.
5. Flavin mononucleotide fluorescence intensity decay in concentrated aqueous solutions / H. Grajek, I. Gryczynski, P. Bojarski, [et al.] // Chem. Phys. Letters, 2007. – Vol. 439. – Р. 151–156.
6. Dourlent M. A quantitative analysis of proflavine binding to polyadenylic acid, polyuridylic acid, and transfer RNA / M. Dourlent, C. Helene // Eur. J. Biochem., 1971. – Vol. 23. – P. 86–95.
7. Bresloff J.L. Equilibrium studies of ethidium-polynucleotide interactions / J.L. Bresloff, D.M. Crothers // Biochemistry, 1981. – Vol. 20. – P. 3547–3553.
8. Cesaro A. Thermodynamics of caffeine in aqueous denaturant solutions / A. Cesaro, E. Russo, D. Tessarotto // J. Solut. Chem., 1980. – Vol. 9, N. 3. – P. 221–235.
9. Fishman E. A Very High Temperature Infrared Cell for Pure Liquids or Solutions / E. Fishman // Appl. Opt., 1962. – Vol. 1. – P. 493–495.
10. Graselli Dzh. Primenenie spektroskopii KR v himii / Dzh. Graselli, M. Snejvili, B. Balkin; per. s angl. E.A. Pazjuk. – M.: Mir, 1984. – 216 s.: il.– Predm. ukaz.: s. 214–216. –Bibliogr. V konce gl. – UDK 543.424.
11. Kyogoku Y. An infrared study of hydrogen bonding between adenine and uracil derivatives in chloroform solution / Y. Kyogoku, R.C. Lord, A. Rich // J Am Chem Soc. 1967. – Vol. 89, N. 3. – P. 496–504.
12. Semenov M.A. Carbonyl vibration resonance interactions helical polynucleotides Poly(dA)∙Poly(dT) and PolyG∙PolyC / M.A. Semenov, T.V. Bolbuch // Studia biophysica, 1984. – Vol. 102, N. 3. – P. 215–220.
13. Nevskaya N. A. Infrared spectra and resonance interactions of amide-I and II vibrations of α-helix / N. A. Nevskaya, Yu. N. Chirgadze // Biopolymers, 1976. – Vol. 15, N. 4. – P. 637–648.
14. Miyazawa T. Perturbation treatment of the characteristic vibrations of polypeptide chains in various configurations / T. Miyazawa // J. Chem. Phys., 1960. – Vol. 32. – P. 1647–1652.
15. Jelliot A. Infrakrasnye spektry i struktura polimerov / Artur Jelliot. – M.: Mir, 1972. – 159 s. – Predm. ukaz.: s. 157-159. –Bibliogr.: s.151–156. – UDK 543.422.4:677.494.7.
16. Semenov M.A. Gidratirujutsja li azotistye osnovanija pri nizkoj vlazhnosti? / M.A. Semenov, B.I. Suhorukov, V.Ja. Maleev // Biofizika, 1981. – T. 26, N. 6. – S. 979–984.
17. Maleev V.Ja. Giperhromizm nukleinovyh kislot v infrakrasnoj oblasti / V.Ja. Maleev, M.A. Semenov // Biofizika, 1971. – T. 16, N. 3. – S. 389–397.
18. Bowman W.D. Normal mode analysis of lumiflavin and interpretation of resonance Raman spectra of flavoproteins / W.D. Bowman, T.G. Spiro // Biochemistry, 1981. – Vol. 20, N. 11. – P. 3313–3318.
19. Lee N.-S. Fourier Transform Raman Spectroscopic Investigation of Silver Ion - Flavin Mononucleotide Complexation / N.-S. Lee // Bull. Korean Chem. Soc., 1991. – Vol. 12, N. 5 – P. 465–467.
20. Kim M. Observation of a carbonyl feature for riboflavin bound to riboflavin-binding protein in the red-excited raman spectrum / M. Kim, P.R. Carey // J. Am. Chem. Soc., 1993. – Vol. 115, N. 15. – P. 7015–7016.
21. Parker F. S. Application of Infrared, Raman and Resonance Raman spectroscopy in biochemistry / Frank S. Parker. – New York: Plenum press, 1983. – 550 p. – General index: p. 517–550. – Contents: p. xi–xiv. – ISBN 0-306-41206-3.
22. Benevides J. M. Local conformational changes induced in B-DNA by ethidium intercalation / J. M. Benevides, G. J. Thomas, Jr. // Biochemistry, 2005. – Vol. 44, N. 8. – P. 2993–2999.
23. Relation between structure and enthalpy for stacking interactions of aromatic molecules / A.A. Hernandez Santiago, S. Rosas Castilla, A. Morales Rodriguez, [et al.] // Molecular Phys., 2010. – Vol. 108, N. 15. – P. 1941–1947.
24. Additional stabilization of hetero-complexes of aromatic molecules: H-bonds or charge-transfer / V.V. Kostjukov, A.A. Mosunov, A.A. Ermolaev, [et al.] // J. Mol. Str., 2011. – Vol. 985. – P. 403–406.
25. Falk M. Self-association of caffeine in aqueous solution: an FT-IR study / M. Falk, M. Gil, N. Iza // Canad. J. Chem., 1990. – Vol. 68, N. 8 – P. 1293–1299.
26. Theoretical and pH dependent surface enhanced Raman spectroscopy study on caffeine / I. Pavell, A Szeghalmi., D. Moigno, [et al.] // Biopolymers, 2003. – Vol. 72, N. 1. – P. 25–37.
27. Kyogoku Y. Specific association of riboflavin and adenine derivatives in chloroform solution and the effect of barbiturates on the association / Y. Kyogoku, B.S. Yu // Bull. Chem. Soc. Jpn., 1969. – Vol. 42, N. 5. – P. 1387–1393.
28. Boriskina E.P. Fizicheskie faktory stabil'nosti trehspiral'nyh struktur kolagenovogo tipa / E.P. Boriskina, T.V. Bol'buh, M.A. Semenov, V.Ja. Maleev // Biopolimery i kletka, 2006. – T. 22, N. 6. – C. 458–467.
29. Energies of peptide–peptide and peptide–water hydrogen bonds in collagen: Evidences from infrared spectroscopy, quartz piezogravimetry and differential scanning calorimetry / O.P. Boryskina, T.V. Bolbukh, M.A. Semenov, [et al.] // J. Mol. Struct., 2007. – Vol. 827, N. 1. – P. 1–10.
30. Parsing of the free energy of aromatic-aromatic stacking interactions in solution / V.V. Kostjukov, N.M. Khomytova, A.A. Hernandez Santiago, [et al.] // J. Chem. Thermodyn. , 2011. – Vol. 43. – P. 1424–1434.
31. Semenov M.A. Hydration and stability of nucleic acids in the condensed state / M.A. Semenov, E.G. Bereznyak // Comments Mol. Cel. Biophys., 2000. – Vol. 10, N. 1. – P. 1–23.
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How to Cite
Blyzniuk, I. N., Semenov, M. A., Bolbukh, T. V., Shestopalova, H. V., & Maleev, V. Y. (1). Manifestation of intermolecular hydrogen bond in hetero-complexes of biologically active substances probed by the methods of vibrational spectroscopy. Biophysical Bulletin, 2(27). Retrieved from https://periodicals.karazin.ua/biophysvisnyk/article/view/2524
Section
Molecular biophysics
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