Abstract
The non-planar vibration modes of guanine and adenine, and their C8-deuterated, N-deuterated and perdeuterated analogs have been calculated using a valence force field and a set of non-redundant symmetrical coordinates. Moreover, the effect of 15N isotopic substitution in both pyrimidic and imidazolic rings of guanine has been studied. The calculated wavenumbers are in agreement with the published Raman and infrared spectra. The extension of the force field to the N9-methylated derivatives of guanine and adenine bases has also been described. On the basis of these calculations one can assign the guanine and adenine residue out-of-plane modes observed in the 800–750 cm-1 region in the infrared spectra of the mononucleotides and polynucleotides containing purine bases.
Similar content being viewed by others
References
Adam S, Liquier J, Taboury JA, Taillandier E (1986) Right-and-left-handed helixes of poly d(A-T) · poly d(A-T) investigated by I.R. spectroscopy. Biochemistry 25:3220–3225
Chinsky L, Jolles B, Laigle A, Turpin PY, Taboury JA, Taillandier E (1984) Identification of a new electronic transition in the Z form of poly d(G-C) · poly d(G-C), by infrared absorption and resonance Raman spectroscopy. Biopolymers 23:1931–1942
Cordes ND de, Walter JL (1968) Infrared and Raman of heterocyclic compounds — I. The infrared studies and normal vibrations of imidazole. Spectrochim Acta 24A:237–252
Delabar JM (1978) Vibrational study of 15N and D substituded guanines in acid and basic solutions. J Raman Spectrosc 7:261–267
Delabar JM, Majoube M (1978) Infrared and Raman spectroscopic study of 15N and D substituted guanines. Spectrochim Acta 34A:129–140
Devi Prasad KV, Prohofsky EW (1984) Calculated frequency spectrum of Z form poly d(G-C) · poly d(G-C). J Biomol Struct Dyn 2:627–635
Eyster JM, Prohofsky EW (1974) Lattice vibrational modes of poly (rU) and poly (rA). Biopolymers 13:2505–2526
Ghomi M, Taillandier E (1985) Normal coordinate analysis of 5′-dGMP and its deuterated derivatives. A calculated approach to designate the guanine residue vibration modes in B and Z form of DNA. Eur Biophys J 12:153–162
Ghomi M, Taboury JA, Taillandier E (1984) Experimental and calculated study of the vibrational modes of poly d(G-C) · poly d(G-C) in B and Z conformations. Biochimie 66:87–92
Kyogoku Y, Higuchi S, Tsuboi M (1967) Infrared absorption spectra of the single crystals of 1-methylthymine, 9-methyladenine and their 1:1 complex. Spectrochim Acta 23A:938–969
Lautie A, Novak A (1974) Spectres infrarouges et Raman de l'adénine de son sel de sodium et de quelques dérivés deutériés. J Chim Phys (Paris) 71:415–420
Letellier R, Ghomi M, Taillandier E (1986a) Out-of-plane vibration modes of nuclei acid bases. I. Pyrimide bases. Eur Biophys J 14:227–241
Letellier R, Ghomi M, Taillandier E (1986b) Interpretation of DNA vibration modes: I. The guanosine and cytidine residues involved in poly d(G-C) · poly d(G-C) and d(CG)3 · d(CG)3. J Biomol Struct Dyn 3:671–687
Letellier R, Ghomi M, Taillandier E (1986c) Interpretation of DNA vibration modes. II. The adenosine and thymidine residues involved in oligonucleotides and polynucleotides. J Biomol Struct Dyn (in press)
Majoube M (1984) Vibrational spectra of guanine. A normal coordinate analysis. J Chim Phys (Paris) 81:303–315
Majoube M (1985a) Vibrational spectra of adenine and deuterium — substituted analogues. J Raman Spectrosc 16:98–110
Majoube M (1985b) Guanine residue: A normal coordinate analysis of the vibrational spectra. Biopolymers 24:1075–1087
Savoie R, Jutier JJ (1982) Raman and infrared spectra of methylmercury complexes of adenine. Spectrochim Acta 38A:561–568
Savoie R, Poirier D, Prizant L, Beauchamp AL (1981) Raman and infrared spectra of crystalline 9-methyladenine and its 9-methylmercury complexes. J Raman Spectrosc 11:481–486
Stewart RF, Jensen LH (1964) Crystal structure of 9-methyladenine. J Chem Phys 40:2071–2075
Taboury JA, Liquier J, Taillandier E (1985) Characterization of DNA structures by infrared spectroscopy: double helical forms of poly d(G-C) · poly d(G-C), poly d(D8G-C) · poly d(D8G-C) and poly d(G-m5C) · poly d(G-m5C). Can J Chem 63:1904–1909
Taillandier E, Taboury JA, Adam S, Liquier J (1984) Lefthanded helical structure of poly d(A-C) · poly d(G-T) studied by infrared spectroscopy. Biochemistry 23:5703–5706
Taillandier E, Liquier J, Taboury JA (1985) Infrared spectral studies of DNA conformations. In: Clark RJH, Hester RE (eds) Advances in infrared and Raman spectroscopy, vol 12, Wiley Heyden, New York, pp 65–113
Thewalt U, Bugg CE, Marsh RE (1971) The crystal structure of guanine monohydrate. Acta Crystallogr B27:2358–2363
Tsuboi M, Takahashi S, Harda I (1973) Infrared and Raman spectra of nucleic acids. Vibration in the base-residue. In: Duchesne J (ed) Physicochemical properties of nucleic acids. Academic Press, New York, pp 91–145
Tsuboi M, Nishimura Y, Hirakawa AY, Peticolas WL (1986) Resonance Raman spectroscopy and normal modes of the nucleic acid bases. In: Clark RJH, Hester RE (eds) Advances in infrared and Raman spectroscopy
Wilson EB, Decius JC, Cross PC (1955) Molecular vibrations. McGraw Hill, New York
Author information
Authors and Affiliations
Rights and permissions
About this article
Cite this article
Letellier, R., Ghomi, M. & Taillandier, E. Out-of-plane vibration modes of nucleic acid bases. Eur Biophys J 14, 243–252 (1987). https://doi.org/10.1007/BF00256357
Received:
Accepted:
Issue Date:
DOI: https://doi.org/10.1007/BF00256357