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Molecular orbital studies on the structure of nucleoside analogs. IV. Conformation of 3‐deazapurine nucleosides
Author(s) -
Saran Anil,
Chatterjee C. L.
Publication year - 1984
Publication title -
international journal of quantum chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.484
H-Index - 105
eISSN - 1097-461X
pISSN - 0020-7608
DOI - 10.1002/qua.560250413
Subject(s) - chemistry , nucleoside , guanosine , stereochemistry , nucleoside analogue , biochemistry
Conformational properties of 3‐deazapurine nucleosides (namely, 3‐deazaadenosine and 3‐deazaguanosine) have been investigated by the PCILO method. Both C(2′)‐endo and C(3′)‐endo sugar puckers have been considered and the results indicate that the conformational preferences of these nucleoside analogs are quite different from those of their parent nucleosides adenosine and guanosine, respectively. This result has been correlated in terms of the biological inactivity of these nucleoside analogs.