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Org. Biomol. Chem., 2009, 7, 27 - 29, DOI: 10.1039/b819155g

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

Jessica H. Wong, Urvashi Sahni, Yanhong Li, Xi Chen and Jacquelyn Gervay-Hague

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 image for this article (ID: b819155g)