期刊
FEBS LETTERS
卷 521, 期 1-3, 页码 127-132出版社
ELSEVIER SCIENCE BV
DOI: 10.1016/S0014-5793(02)02856-9
关键词
2 ' 3 '-dialdehydo-UDP-alpha-D-N-acetylglucosamine; inhibition; sialic acid; UDP-N-acetylglucosamine 2-epimerase
Sialic acids comprise a family of terminal sugars essential for a variety of biological recognition systems. UDP-N-acetylglucosamine 2-epimerase catalyzes the first step of their biosynthesis. Periodate-oxidized UDP-N-acetylglucosamine, namely 2',3'-dialdehydo-UDP-alpha-D-N-acetylglucosamine, was found to be an effective inhibitor of this enzyme, compared with the periodate oxidation products of compounds such as UDP, uridine or methyl riboside. It bound covalently to amino acids in the active site causing an irreversible inhibition. This compound may therefore represent a basis for the synthesis of potent inhibitors of UDP-N-acetylglucosamine 2-epimerase and, as a consequence, of the biosynthesis of sialic acids. (C) 2002 Published by Elsevier Science B.V. on behalf of the Federation of European Biochemical Societies.
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