Application of Novel Glycosides Prepared with Odorless Benzenethiols in Glycosylation Reaction
Application of Novel Glycosides Prepared with Odorless Benzenethiols in Glycosylation Reaction
复制标题
无味苯硫醇制备的新型糖苷在糖基化反应中的应用
DOI：
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发表时间：
2007
期刊：
影响因子：
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通讯作者：
M. Node
中科院分区：
文献类型：
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作者：
T. Kajimoto;Yuichi Ishioka;T. Katoh;M. Node
合成了新的无臭苯硫酚类化合物对十二烷基苯硫酚（1）和对辛氧基苯硫酚（2）。此外，使用1和2制备新的1-硫代糖苷，以及它们在糖基化反应中的应用。结果发现，这些1-硫代-糖苷是优异的糖基供体，并且特别是由1和2制备的2-硫代-唾液酸糖苷在唾液酸化中的α-和β-选择性方面提供了迄今为止最好的结果，其中仅受体D-吡喃半乳糖苷的单个C-3羟基是游离的。从硫代糖苷的制备到糖基化反应的所有步骤都可以在完全无臭的条件下进行。
p‐Dodecylbenzenethiol (1) and p‐octyloxybenzenethiol (2) were synthesized as new odorless benzenethiols. Moreover, preparation of novel 1‐thioglycosides using 1 and 2 as well as their application for glycosylation reactions was performed. As a result, it was found that these 1‐thio‐glycosides were excellent glycosyl donors, and especially 2‐thio‐sialoside prepared from 1 and 2 afforded the best result to date in terms of α‐ and β‐selectivity in the sialylation where only the single C‐3 hydroxyl group of acceptor D‐galactopyranoside was free. All procedures from the preparation of thioglycosides to glycosylation reaction were attainable under completely odorless conditions.
N-乙酰氨基葡萄糖转移酶-V 识别寡糖底物。
影响因子：
3.1
作者：
Srivastava,OP;Hindsgaul,O;Shoreibah,M;Pierce,M
通讯作者：
Pierce,M
影响因子：
56.9
作者：
DENNIS, JW;LAFERTE, S;KERBEL, RS
通讯作者：
KERBEL, RS