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Chemistry

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Marquette University

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2014

Bacteria

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In Vitro Biosynthesis And Chemical Identification Of Udp-N-Acetyl-D-Quinovosamine (Udp-D-Quinac), Tiezheng Li, Laurie Simonds, Evgeni L. Kovrigin, K. Dale Noel Jun 2014

In Vitro Biosynthesis And Chemical Identification Of Udp-N-Acetyl-D-Quinovosamine (Udp-D-Quinac), Tiezheng Li, Laurie Simonds, Evgeni L. Kovrigin, K. Dale Noel

Chemistry Faculty Research and Publications

N-acetyl-d-quinovosamine (2-acetamido-2,6-dideoxy-d-glucose, QuiNAc) occurs in the polysaccharide structures of many Gram-negative bacteria. In the biosynthesis of QuiNAc-containing polysaccharides, UDP-QuiNAc is the hypothetical donor of the QuiNAc residue. Biosynthesis of UDP-QuiNAc has been proposed to occur by 4,6-dehydration of UDP-N-acetyl-d-glucosamine (UDP-GlcNAc) to UDP-2-acetamido-2,6-dideoxy-d-xylo-4-hexulose followed by reduction of this 4-keto intermediate to UDP-QuiNAc. Several specific dehydratases are known to catalyze the first proposed step. A specific reductase for the last step has not been demonstrated in vitro, but previous mutant analysis suggested that Rhizobium etli gene wreQ might encode this reductase. Therefore, this gene was cloned and expressed …