Uridine diphosphate-N-acetylglucosamine

UDPG was the first of a whole new class of nucleotides, in which the uridine diphosphate group is attached to a monosaccharide. Two important members of the class are uridine diphosphate glucuronic acid, the intermediate in the synthesis of glucuronides and of many other compounds, and uridine diphosphate N-acetylglucosamine which is an intermediate in the synthesis of mucopolysaccharides. Uridine diphosphate muramic acid was isolated by Park (P2) from Staphylococcus aureus... 

Polyoxins such as polyoxin A, B and D which block the biosynthesis of chitin are competitive inhibitors of uridine diphosphate-N-acetylglucosamine [65]. In resistant isolates of Altemaria kikuchiana, no uptake of dipeptides was observed suggesting that altered dipeptide permease may be responsible for polyoxin resistance [65]. 

Gottlieb, C., Baenziger, J. and Komfeld, S. (1975). Deficient uridine diphosphate-N-acetylglucosamine glycoprotein N- acetylglucosaminyltransferase activity in a clone of Chinese hamster ovary cells with altered surface glycoproteins. J. Biol. Chem. 250, 3303-3309. 

Solvents in both cases, LON acetic acid (2 cm) and l.ON acetic acid-3.0M lithium chloride (90 + 10) (15 cm) times of run 120 min (TLC) and 60 min (PC). Visualisation in UV light amounts 10—100 (xmoles. a uridine monophosphate h uridine-diphosphate-N-acetylglucosamine c uridine diphosphate-glucose d uridine diphosphate. An unknown substance (i) appears on the thin-layer chromatogram which is not found on the paper chromatogram... 

Abeijon C, Mandon EC, Robbins PW, Hirschberg CB. A mutant yeast deficient in Golgi transport of uridine diphosphate N-acetylglucosamine. J. Biol Chem. 1996 277 8851 8854. 

Abeijon C, Robbins PW, Hirschberg CB. Molecular cloning of the Golgi apparatus uridine diphosphate-N- acetylglucosamine transporter from Kluyveromyces lactis. Proc. Natl Acad. Sci. U.S.A. 1996 95 5963-5968. 

Kornfeld, R., 1967, Studies on L-glutamine D-fructose 6-phosphate amidotransferase I. Feedback inhibition by uridine diphosphate-N-acetylglucosamine, J, Biol. Chem. 242 3135-3141. 

The most likely steps where benzoylureas may be active are the last two steps the assembly of Uridine diphosphate N-acetyl-glucosamine from UTP and N-acetylglucosamine-l-phosphate and the polymerization of N-acetylglucosamine from UDP-N-acetylglucosamine under the mediation of chitin synthetase. Since studies [Gijswijt, et al., 1979] have indicated that benzoylurea intoxication is accompanied by the buildup of UDP-N-acetylglucosamine, the latter... 

UDP-7V-acetylglucosamine (uridine diphosphate), nikkomycins act as potent competitive inhibitors of chitin synthase and exhibit potent fungicidal, insecticidal, and acaricidal activities [320]. Nikkomycin X and Z, isolated as major components, contain the hydroxypyridylhomothreonine (HPHT) moiety, the aminohexuronic acid, and a nucleoside moiety N-glycosidically linked to 4-formyl-imidazolin-2-one or a uracil base, respectively [321, 322]. 

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