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Inhibition of dextransucrase by alpha-D-glucose derivatives.

作者信息

Michiels A G, Wang A Y, Clark D S, Blanch H W

机构信息

Department of Chemical Engineering, University of California, Berkeley 94720.

出版信息

Appl Biochem Biotechnol. 1991 Dec;31(3):237-46. doi: 10.1007/BF02921750.

DOI:10.1007/BF02921750
PMID:1840171
Abstract

alpha-D-Glucopyranosyl fluoride was modified at positions 2, 3, or 5 and these analogs were tested as substrates and inhibitors of dextransucrase from Leuconostoc mesenteroides B-512F. The analogs studied were 2-deoxy-2-fluoro-alpha-D-glucopyranosyl fluoride, 3-deoxy-3-fluoro-alpha-D-glucopyranosyl fluoride, 3-deoxy-3-thio-alpha-D-glucopyranosyl fluoride, and 5-thio-alpha-D-glucopyranosyl fluoride. Kinetic constants for alpha-D-glucopyranosyl fluoride were also determined. None of the alpha-D-glucopyranosyl fluorides were accepted as substrates for dextransucrase. 2-Deoxy-2-fluoro-alpha-D-glucopyranosyl fluoride, 3-deoxy-3-fgluoro-alpha-D-glucopyranosyl fluoride, and 3-deoxy-3-thio-alpha-D-glucopyranosyl fluoride were competitive inhibitors with Ki values of 63, 93, and 53 mM, respectively. The Km for alpha-D-glucopyranosyl fluoride was found to be 26 mM. The data indicate that the hydroxyl groups at C2 and C3 are important for proper binding of alpha-D-glucopyranosyl fluoride for the active site of dextransucrase and that the C3-hydroxyl probably acts as a hydrogen-bond donor.

摘要

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本文引用的文献

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p-Nitrophenyl alpha-D-glucopyranoside, a new substrate for glucansucrases.对硝基苯基α-D-吡喃葡萄糖苷，一种用于葡聚糖蔗糖酶的新底物。
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Dextransucrase: studies on donor substrate specificity.葡聚糖蔗糖酶：供体底物特异性研究
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Dextransucrase: donor substrate reactions.
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Large-scale preparation of D-allose: observations on the stereoselectivity of the reduction of 1,2:5,6-di-O-isopropylidene- -D-ribo-hexofuranos-3-ulose hydrate.D-阿洛酮糖的大规模制备：关于1,2:5,6-二-O-异亚丙基-α-D-核糖-己呋喃糖-3-酮水合物还原反应立体选择性的观察
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