Dimethoxy Triazine Glycosides as New Glycosyl Donors for Chemoenzymatic Synthesis of Oligosaccharides

Dimethoxy Triazine Glycosides as New Glycosyl Donors for Chemoenzymatic Synthesis of Oligosaccharides
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二甲氧基三嗪糖苷作为化学酶法合成低聚糖的新糖基供体

DOI:
10.1002/chin.201012256
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发表时间:
2010
期刊:
ChemInform
影响因子:
--
通讯作者:
S. Shoda
S. Shoda
中科院分区:
--
文献类型:
--
作者:
Tomonari Tanaka;A. Kobayashi;M. Noguchi;K. Kimura;Kazuhito Watanabe;S. Shoda

文献摘要

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以4-(4,6-二甲氧基-1,3,5-三氮-2-基)糖苷(4-(4,6-dimethoxy-1,3,5-triazin-2-yl)-4-methyl-morpholinium-MM)为脱水剂,在水中以相应的游离糖为原料合成了各种4-(4,6-二甲氧基-1,3,5-三氮-2-基)糖苷。所得的DMT-糖苷被认为是糖基水解酶的底物,可以作为新的糖基供体用于化学-酶糖基化反应。在糖类化学领域,DMT-糖苷将成为糖苷酶催化的糖基化反应的有效和通用的糖基供体。
Various 4-(4,6-dimethoxy-1,3,5-triazin-2-yl) glycosides (DMT-glycosides) have been synthesized from the corresponding free sugars in water by using 4-(4,6-dimethoxy-1,3,5-triazin-2-yl)-4-methyl-morpholinium chloride (DMT-MM) as a dehydrative condensing agent. The resulting DMT-glycosides were found to be recognized as substrates for glycosyl hydrolases and could be utilized as novel glycosyl donors for chemo-enzymatic glycosylations. DMT-glycosides will be efficient and general glycosyl donors for glycosidase-catalyzed transglycosylation reaction in the field of carbohydrate chemistry.