A1 Refereed original research article in a scientific journal
SOLUTION CONFORMATIONS AND HYDROLYTIC STABILITY OF 2 '-SUBSTITUTED AND 3'-SUBSTITUTED 2',3'-DIDEOXYRIBONUCLEOSIDES, INCLUDING SOME POTENTIAL INHIBITORS OF HUMAN-IMMUNODEFICIENCY-VIRUS
Authors: OKSMAN P, HAKALA H, ZAVGORODNY S, POLIANSKI M, AZHAYEV A, VANAERSCHOT A, HERDEWIJN P, LONNBERG H
Publisher: JOHN WILEY & SONS LTD
Publication year: 1992
Journal: Journal of Physical Organic Chemistry
Journal name in source: JOURNAL OF PHYSICAL ORGANIC CHEMISTRY
Journal acronym: J PHYS ORG CHEM
Volume: 5
Issue: 11
First page : 741
Last page: 747
Number of pages: 7
ISSN: 0894-3230
DOI: https://doi.org/10.1002/poc.610051106
Abstract
Sugar ring conformations of a number of 2'- and 3'-substituted 2',3'-dieoxyribonudeosides were determined in (H2O)-H-2 by H-1 NMR spectroscopy. First-order rate constants for the cleavage of their N-glycosidic bond in aqueous acid were measured. The dependence of sugar ring conformation and hydrolytic stability on the polar nature of the 2'/3'-substitutent is discussed.
Sugar ring conformations of a number of 2'- and 3'-substituted 2',3'-dieoxyribonudeosides were determined in (H2O)-H-2 by H-1 NMR spectroscopy. First-order rate constants for the cleavage of their N-glycosidic bond in aqueous acid were measured. The dependence of sugar ring conformation and hydrolytic stability on the polar nature of the 2'/3'-substitutent is discussed.
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