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Un nouvel analogue synthétique de l'adénosine: La désoxy‐3′‐ C ‐dibromométhylidène‐3′‐adénosine
Author(s) -
Tronchet Jean M. J.,
Schwarzenbach Dominique
Publication year - 1977
Publication title -
helvetica chimica acta
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.74
H-Index - 82
eISSN - 1522-2675
pISSN - 0018-019X
DOI - 10.1002/hlca.19770600621
Subject(s) - chemistry , adenosine deaminase , adenosine , stereochemistry , nucleoside , nucleoside analogue , biochemistry
A novel synthetic analog of adenosine: the 3′‐deoxy‐3′‐ C ‐dibromomenthylidene‐adenosine The title compound ( 7 ) has been prepared by a sequence of classical synthetic steps from 3‐deoxy‐3‐ C ‐dibromomethylidene‐1,2: 5,6‐di‐ O ‐isopropylidene‐α‐ D ‐ ribo ‐hexofuranose ( 1 ). The β‐configuration of the nucleoside was established by formation of a cyclonucleoside. 7 is very slowly deaminated by adenosine deaminase. In contrast with its dichloro analog, it does not inhibit the growth of Escherichia coli .

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