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J Biol Chem, Vol. 274, Issue 24, 16933-16939, June 11, 1999
From the The serotype-specific polysaccharide antigen of
Actinobacillus actinomycetemcomitans Y4 (serotype b)
consists of D-fucose and L-rhamnose. Thymidine
diphosphate (dTDP)-D-fucose is the activated nucleotide
sugar form of D-fucose, which has been identified as a
constituent of structural polysaccharides in only a few bacteria. In
this paper, we show that three dTDP-D-fucose synthetic
enzymes are encoded by genes in the gene cluster responsible for the
synthesis of serotype b-specific polysaccharide in A. actinomycetemcomitans. The first and second steps of the
dTDP-D-fucose synthetic pathway are catalyzed by
D-glucose-1-phosphate thymidylyltransferase and dTDP-D-glucose 4,6-dehydratase, which are encoded by
rmlA and rmlB in the gene cluster,
respectively. These two reactions are common to the well studied
dTDP-L-rhamnose synthetic pathway. However, the enzyme
catalyzing the last step of the dTDP-D-fucose synthetic
pathway has never been reported. We identified the fcd gene
encoding a dTDP-4-keto-6-deoxy-D-glucose reductase. After purifying the three enzymes, their enzymatic activities were analyzed by reversed-phase high performance liquid chromatography. In addition, nuclear magnetic resonance analysis and gas-liquid chromatography analysis proved that the fcd gene product converts
dTDP-4-keto-6-deoxy-D-glucose to dTDP-D-fucose.
Moreover, kinetic analysis of the enzyme indicated that the
Km values for
dTDP-4-keto-6-deoxy-D-glucose and NADPH are 97.3 and 28.7 µM, respectively, and that the enzyme follows the
sequential mechanism. This paper is the first report on the
dTDP-D-fucose synthetic pathway and
dTDP-4-keto-6-deoxy-D-glucose reductase.
A Novel NDP-6-deoxyhexosyl-4-ulose Reductase in the Pathway
for the Synthesis of Thymidine Diphosphate-D-fucose
,,, and
Department of Preventive Dentistry and the
¶ Department of Prosthetic Dentistry I, Kyushu University Faculty
of Dentistry, Fukuoka 812-8582, Japan
Copyright © 1999 by The American Society for Biochemistry and Molecular Biology, Inc.
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