NON-EMPIRICAL MOLECULAR-ORBITAL STUDY ON THE RELATIVE STABILITIES OF ADENINE AND GUANINE TAUTOMERS

被引：59

作者：

MEZEY, PG ^{[1
]}

LADIK, JJ ^{[1
]}

机构：

[1] UNIV ERLANGEN NURNBERG,NATL FDN CANC RES LAB,D-8520 ERLANGEN,FED REP GER

来源：

THEORETICA CHIMICA ACTA | 1979年 / 52卷 / 02期

关键词：

Adenine tautomers; relative stabilities of ∼; Guanine tautomers;

D O I：

10.1007/BF00634788

中图分类号：

O64 [物理化学（理论化学）、化学物理学];

学科分类号：

070304 ; 081704 ;

摘要：

The relative stabilities of a series of adenine and guanine tautomers have been calculated using an ab initio Hartree-Fock-Roothaan SCF MO method. The calculated relative stabilities agree in general with the results of earlier semiempirical studies. According to the present study, tautomeric forms with regular Kekulé structure for the six-membered purine ring are the most stable. The amine-imine tautomerization of purine bases is not likely to be responsible for spontaneous mutations in DNA. © 1979 Springer-Verlag.

引用

页码：129 / 145

页数：17

共 52 条

[1]

Angell C.L., 1961, J CHEM SOC, V504

[2]

[Anonymous], 1963, QUANTUM BIOCH

[3] LEAST-SQUARES REFINEMENT OF CRYSTAL AND MOLECULAR STRUCTURES OF DNA AND RNA FROM X-RAY DATA AND STANDARD BOND LENGTHS AND ANGLES [J].

ARNOTT, S ;

DOVER, SD ;

WONACOTT, AJ .

ACTA CRYSTALLOGRAPHICA SECTION B-STRUCTURAL CRYSTALLOGRAPHY AND CRYSTAL CHEMISTRY, 1969, B 25 :2192-&

[4] The ultraviolet absorption spectra of some derivatives of uracil [J].

Austin, JE .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1934, 56 (07) :2141-2144

[5] THEORETICAL STUDY OF ELECTRONIC PROPERTIES OF PURINE AND PYRIMIDINE COMPONENTS OF NUCLEIC ACIDS .I. A SEMI-EMPIRICAL SELF-CONSISTENT-FIELD CALCULATION [J].

BERTHOD, H ;

GIESSNER.C ;

PULLMAN, A .

THEORETICA CHIMICA ACTA, 1966, 5 (01) :53-&

[6] ABSORPTION SPECTRA .8. THE INFRARED SPECTRA OF SOME PURINES AND PYRIMIDINES [J].

BLOUT, ER ;

FIELDS, M .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1950, 72 (01) :479-484

[7] GROUND STATES OF CONJUGATED MOLECULES .19. TAUTOMERISM OF HETEROAROMMTIC HYDROXY AND AMINO DERIVATIVES AND NUCLEOTIDE BASES [J].

BODOR, N ;

DEWAR, JS ;

HARGET, AJ .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1970, 92 (10) :2929-&

[8]

Boerresen H.C., 1967, ACTA CHEM SCAND, V21, P2463

[9] SEMI-EMPIRICAL MOLECULAR ORBITAL CALCULATIONS ON SOME TAUTOMERS OF CYTOSINE [J].

BREEN, DL ;

FLURRY, RL .

THEORETICA CHIMICA ACTA, 1971, 23 (02) :138-&

[10] FINE STRUCTURE OF CYTOSINE [J].

BROWN, DJ ;

LYALL, JM .

AUSTRALIAN JOURNAL OF CHEMISTRY, 1962, 15 (04) :851-&

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