Saksena Rina, Chernyak Anatoli, Kovác Pavol
NIDDK, LBC, National Institutes of Health, Bethesda, MD 20892-0815, USA.
Carbohydr Res. 2008 Jul 21;343(10-11):1693-706. doi: 10.1016/j.carres.2008.03.037. Epub 2008 Apr 4.
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.
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。