Issue 1, 2009
From the journal:

Organic & Biomolecular Chemistry

Synthesis of sulfone-based nucleotide isosteres: identification of CMP-sialic acid synthetase inhibitors†

Jessica H. Wong,‡a   Urvashi Sahni,a   Yanhong Li,a   Xi Chena  and  Jacquelyn Gervay-Hague*a  

* Corresponding authors

a Department of Chemistry, University of California, Davis, One Shields Avenue, Davis, CA, U.S.A.
E-mail: gervay@chem.ucdavis.edu.
Fax: +1 530 752-8995
Tel: +1 530 754 9577

Abstract

A modular replacement approach to the synthesis of sulfo-nucleotide analogs prepared from condensation of nucleoside aldehydes with bis phosphonate Horner-Wadsworth-Emmons reagents is disclosed. These analogs were shown to be inhibitors of Neisseria meningitidis CSS (NmCSS), which is a key enzyme in the biosynthesis of the capsular polysaccharides required for bacterial infection.

Graphical abstract: Synthesis of sulfone-based nucleotide isosteres: identification of CMP-sialic acid synthetase inhibitors

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Article information

DOI
https://doi.org/10.1039/B819155G
Article type
Communication
Submitted
28 Oct 2008
Accepted
29 Oct 2008
First published
17 Nov 2008

Org. Biomol. Chem., 2009,7, 27-29

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Synthesis of sulfone-based nucleotide isosteres: identification of CMP-sialic acid synthetase inhibitors

J. H. Wong, U. Sahni, Y. Li, X. Chen and J. Gervay-Hague, Org. Biomol. Chem., 2009, 7, 27 DOI: 10.1039/B819155G

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