Structure of the anti-human immunodeficiency virus agent 3 prime -fluoro-3 prime -deoxythymidine and electronic charge calculations for 3 prime -deoxythymidines

Journal Article · Tue May 01 04:00:00 EDT 1990 · Proceedings of the National Academy of Sciences of the United States of America; (United States)

DOI:https://doi.org/10.1073/pnas.87.9.3534· OSTI ID:5201061

Camerman, N ^[1]; Mastropaolo, D; Camerman, A ^[2]

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1. Univ. of Toronto, Ontario (Canada)
2. Univ. of Washington, Seattle (USA)

The crystal and molecular structures of the anti-human immunodeficiency virus agent 3{prime}-fluoro-3{prime}-deoxythymidine have been determined by x-ray diffraction and stereochemical comparisons with thymidine have been made. Atomic charge distributions have been calculated by the complete neglect of differential overlap method for thymidine and antiretrovirally active and inactive C3{prime}-substituted analogues. The structural and electronic results suggest that antiviral activity in these analogues may be correlated with the presence of an electronegative atom attached to C3{prime}.

• OSTI ID: 5201061
• Journal Information: Proceedings of the National Academy of Sciences of the United States of America; (United States), Journal Name: Proceedings of the National Academy of Sciences of the United States of America; (United States) Vol. 87:9; ISSN 0027-8424; ISSN PNASA
• Country of Publication: United States
• Language: English

Related Subjects

550201* -- Biochemistry-- Tracer Techniques
59 BASIC BIOLOGICAL SCIENCES
AIDS VIRUS
ANTI-INFECTIVE AGENTS
AZIDO COMPOUNDS
AZINES
BOND LENGTHS
CHEMICAL BONDS
DIMENSIONS
DRUGS
HETEROCYCLIC COMPOUNDS
ISOTROPY
LENGTH
MICROORGANISMS
MOLECULAR STRUCTURE
NUCLEOSIDES
NUCLEOTIDES
ORGANIC COMPOUNDS
ORGANIC NITROGEN COMPOUNDS
PARASITES
PYRIMIDINES
RIBOSIDES
STEREOCHEMISTRY
THYMIDINE
VIRUSES