Literature DB >> 17395461

Methylenebis(sulfonamide) linked nicotinamide adenine dinucleotide analogue as an inosine monophosphate dehydrogenase inhibitor.

Liqiang Chen1, Guangyao Gao, Laurent Bonnac, Daniel J Wilson, Eric M Bennett, Hiremagalur N Jayaram, Krzysztof W Pankiewicz.   

Abstract

A methylenebis(sulfonamide) linked NAD analogue has been designed to circumvent the metabolically unstable, ionic nature of the natural pyrophosphate linkage. This NAD analogue is assembled through two Mitsunobu reactions of a methylenebis(sulfonamide) linker with two protected nucleosides. A 2,4-dimethoxybenzyl group is used as a sulfonamide protective group, which allows facile removal under mildly acidic conditions. This NAD analogue inhibits IMPDH at low micromolar concentration.

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Year:  2007        PMID： 17395461     DOI： 10.1016/j.bmcl.2007.03.035

Source DB:  PubMed          Journal:  Bioorg Med Chem Lett        ISSN： 0960-894X            Impact factor:   2.823


  3 in total

Review 1.  IMP dehydrogenase: structure, mechanism, and inhibition.

Authors:  Lizbeth Hedstrom
Journal:  Chem Rev       Date:  2009-07       Impact factor: 60.622

2.  Triazole-linked inhibitors of inosine monophosphate dehydrogenase from human and Mycobacterium tuberculosis.

Authors:  Liqiang Chen; Daniel J Wilson; Yanli Xu; Courtney C Aldrich; Krzysztof Felczak; Yuk Y Sham; Krzysztof W Pankiewicz
Journal:  J Med Chem       Date:  2010-06-24       Impact factor: 7.446

3.  Investigation of NADH binding, hydride transfer, and NAD(+) dissociation during NADH oxidation by mitochondrial complex I using modified nicotinamide nucleotides.

Authors:  James A Birrell; Judy Hirst
Journal:  Biochemistry       Date:  2013-05-30       Impact factor: 3.162
  3 in total

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