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Molecular orbital studies on nucleoside antibiotics III. Conformation of toyocamycin and sangivamycin
Author(s) -
Saran Anil,
Chatterjee C. L.
Publication year - 2009
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.560180712
Subject(s) - nucleoside , chemistry , stereochemistry , antibiotics , nucleoside analogue , adenosine , computational chemistry , biochemistry
Conformational properties of the nucleoside antibiotics toyocamycin and sangivamycin have been investigated by the PCILO method. These nucleoside antibiotics result as a consequence of modifications in the base part of adenosine. Both C(2′)‐endo and C(3′)‐endo sugar geometries have been considered in the computations, and the results indicate that the conformational preferences of these nucleoside antibiotics are strikingly similar to those of their parent nucleoside adenosine, and more particularly so in the situation that occurs in aqueous solution. The important biological implication of the results has been discussed.

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