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吉氏柠檬酸杆菌O9a、9b去乙酰化O-PS1的含间隔基二糖、三糖和四糖片段以及一种相关五糖的合成。

Synthesis of spacer-equipped di-, tri-, and the tetrasaccharide fragments of the deacetylated O-PS1 of Citrobacter gillenii O9a,9b, and a related pentasaccharide.

作者信息

Saksena Rina, Chernyak Anatoli, Kovác Pavol

机构信息

NIDDK, LBC, National Institutes of Health, Bethesda, MD 20892-0815, USA.

出版信息

Carbohydr Res. 2008 Jul 21;343(10-11):1693-706. doi: 10.1016/j.carres.2008.03.037. Epub 2008 Apr 4.

Abstract

The title rhamnooligosaccharides [alpha-D-Rhap4NAc-(1-->3)-alpha-D-Rhap4NAc-1-O-(CH(2))(5)COOMe, alpha-D-Rhap4NAc-(1-->3)-alpha-D-Rhap4NAc-(1-->3)-alpha-D-Rhap4NAc-1-O-(CH(2))(5)COOMe, alpha-D-Rhap4NAc-(1-->2)-alpha-D-Rhap4NAc-(1-->3)-alpha-D-Rhap4NAc-(1-->3)-alpha-D-Rhap4NAc-1-O-(CH(2))(5)COOMe, and alpha-D-Rhap4NAc-(1-->3)-alpha-D-Rhap4NAc-(1-->2)-alpha-D-Rhap4NAc-(1-->3)-alpha-D-Rhap4NAc-(1-->3)-alpha-D-Rhap4NAc-1-O-(CH(2))(5)COOMe] were synthesized in a stepwise fashion from 5-methoxycarbonylpentyl 4-azido-4,6-dideoxy-2-O-benzyl-alpha-D-mannopyranoside and orthogonally protected 1-thioglycoside glycosyl donors. The amorphous, final products were fully characterized as corresponding per-O-acetyl derivatives.

摘要

鼠李糖低聚糖[α-D-鼠李糖-4-乙酰氨基-(1→3)-α-D-鼠李糖-4-乙酰氨基-1-O-(CH₂)₅COOMe、α-D-鼠李糖-4-乙酰氨基-(1→3)-α-D-鼠李糖-4-乙酰氨基-(1→3)-α-D-鼠李糖-4-乙酰氨基-1-O-(CH₂)₅COOMe、α-D-鼠李糖-4-乙酰氨基-(1→2)-α-D-鼠李糖-4-乙酰氨基-(1→3)-α-D-鼠李糖-4-乙酰氨基-(1→3)-α-D-鼠李糖-4-乙酰氨基-1-O-(CH₂)₅COOMe以及α-D-鼠李糖-4-乙酰氨基-(1→3)-α-D-鼠李糖-4-乙酰氨基-(1→2)-α-D-鼠李糖-4-乙酰氨基-(1→3)-α-D-鼠李糖-4-乙酰氨基-(1→3)-α-D-鼠李糖-4-乙酰氨基-1-O-(CH₂)₅COOMe]由5-甲氧基羰基戊基4-叠氮基-4,6-二脱氧-2-O-苄基-α-D-甘露吡喃糖苷和正交保护的1-硫代糖苷糖基供体逐步合成。无定形的最终产物被完全表征为相应的全-O-乙酰基衍生物。

相似文献

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[Synthesis of modified tetrasaccharide sequences of N-glycoproteins].[N-糖蛋白修饰四糖序列的合成]
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Structure of the O-specific polysaccharide from the lipopolysaccharide of Citrobacter gillenii O11, strain PCM 1540.
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