3-Deoxy-3-fluoropyridoxamine 5'-phosphate: Synthesis and chemical and biological properties of a coenzyme B6 analog

PA Pieper, D Yang, H Zhou, H Liu

Index: Pieper; Yang; Zhou; Liu Journal of the American Chemical Society, 1997 , vol. 119, # 8 p. 1809 - 1817

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Citation Number: 19

Abstract

The C-3 deoxygenation of CDP-6-deoxy-l-threo-d-glycero-4-hexulose is the key step in the biosynthesis of ascarylose which is a 3, 6-dideoxy sugar found in the lipopolysaccharide of Yersinia pseudotuberculosis. This transformation, achieved by the catalysis of CDP-6-deoxy- l-threo-d-glycero-4-hexulose-3-dehydrase (E1) and CDP-6-deoxy-l-threo-d-glycero-4- hexulose-3-dehydrase reductase (E3), is initiated by a reversible dehydration followed by ...