Synthesis of oligosaccharide fragments of the rhamnogalacturonan of Nerium indicum

被引:11
作者
Ma, Yuyong [1 ]
Cao, Xin [1 ]
Yu, Biao [1 ]
机构
[1] Chinese Acad Sci, Shanghai Inst Organ Chem, State Key Lab Bioorgan & Nat Prod Chem, Shanghai 200032, Peoples R China
关键词
Nerium indicum; Rhamnogalacturonan; L-Rhamnose; D-Galacturonic acid; Glycosylation; Glycosyl N-phenyltrifluoroacetimidates; GLYCOSYL ORTHO-ALKYNYLBENZOATES; PART; POLYSACCHARIDE; ACID; OLIGOMERS; BACKBONE; SAPONIN; DESIGN; DONORS; CHAIN;
D O I
10.1016/j.carres.2013.05.008
中图分类号
Q5 [生物化学]; Q7 [分子生物学];
学科分类号
071010 ; 081704 ;
摘要
Three trisaccharides, one pentasaccharide, and one heptasaccharide, namely alpha-D-GalA-(1 -> 2)-alpha-L-Rha(1 -> 4)-beta-D-GalA-OC3H7 (1), alpha-L-Rha-(1 -> 4)-alpha-D-GalA-(1 -> 4)-beta-D-GalA-OC3H7 (2), alpha-D-GalA-(1 -> 4)-alpha-D-GalA-(1 -> 2)-alpha-L-Rha-OC3H7 (3), alpha-D-GalA-(1 -> 2)-alpha-L-Rha-(1 -> 4)-alpha-D-GalA-(1 -> 2)-alpha-L-Rha-(1 -> 4)-beta-D-GalA-OC3H7 (4), and alpha-D-GalA-(1 -> 2)-alpha-L-Rha-(1 -> 4)-alpha-D-GalA-(1 -> 2)-alpha-L-Rha-(1 -> 4)-alpha-D-GalA-(1 -> 2)-alpha-L-Rha-(1 -> 4)-beta-D-GalA-OC3H7 (5), which are relevant to the fragments of the rhamnogalacturonan of Nerium indicum, were concisely synthesized. The syntheses feature highly stereoselective formation of the alpha-D-GalA-linkage with GalA N-phenyltrifluoroacetimidates as donors. (c) 2013 Elsevier Ltd. All rights reserved.
引用
收藏
页码:63 / 74
页数:12
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