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Bioorg Khim ; 21(1): 49-54, 1995 Jan.
Article in Russian | MEDLINE | ID: mdl-7710425

ABSTRACT

5''-Derivatives of 3'-(tetrazole-2''-yl)-3'-deoxythymidines were synthesized by interaction of 5'-benzoyl-2',3'-anhydrothymidine with tetrazole or its 5-derivatives followed by debenzoylation. Structures of two of them, 3'-(tetrazole-2''-yl)-3'-deoxythymidine and 3'-(5''-methyltetrazole-2''-yl)-3'-deoxythymidine, elucidated by X-ray analysis, revealed anti conformation of thymine about the glycosidic bond and 2'-endo-3'-exo-conformation of the sugar residue with gauche+ orientation with respect to C4'-C5'-bond. 3'-(Tetrazole-2''-yl)-3'-deoxythymidine 5'-triphosphate demonstrated poor substrate properties for the avian myeloblastosis virus reverse transcriptase and none for several other DNA polymerases.


Subject(s)
DNA-Directed DNA Polymerase/metabolism , Thymidine/analogs & derivatives , Thymine Nucleotides/chemistry , Base Sequence , Crystallography, X-Ray , Molecular Sequence Data , Molecular Structure , Oligodeoxyribonucleotides , Substrate Specificity , Thymidine/chemistry , Thymidine/metabolism , Thymine Nucleotides/metabolism
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