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Synthesis of potassium (2R)-2-O-α-D-glucopyranosyl-(1→6)-α-D-glucopyranosyl-2,3-dihydroxypropanoate a natural compatible solute
被引:27
|作者:
Lourenco, Eva C.
[1
]
Maycock, Christopher D.
[1
,2
]
Ventura, M. Rita
[1
]
机构:
[1] Univ Nova Lisboa, Inst Tecnol Quim & Biol, P-2780901 Oeiras, Portugal
[2] Univ Lisbon, Fac Ciencias, Dept Quim & Bioquim, P-1749016 Lisbon, Portugal
关键词:
alpha-Glucosylation;
Hypersolutes;
Glucosyl glycerate;
Thioglycosides;
Glyceric acid;
PROMOTED REACTIONS;
SOLID-PHASE;
POLYSACCHARIDE;
THIOGLYCOSIDES;
TRISACCHARIDE;
GLYCOSIDES;
ESTERS;
D O I:
10.1016/j.carres.2009.06.037
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:
Ethyl 6-O-acetyl-2,3,4-tribenzyl-1-thio-D-glucopyranoside, as a mixture of anomers, was employed for the stereoselective synthesis of the potassium salt of (2R)-2-O-alpha-D-glucopyranosyl-(1 -> 6)-alpha-D-glucopyranosyl-2,3-dihydroxypropanoic acid (alpha-D-glucosyl-(1 -> 6)-alpha-D-glucosyl-(1 -> 2)-D-glyceric acid, GGG), a recently isolated compatible solute. The alpha-anomer was by far the major product of both glycosylation reactions using NIS/TfOH as activator. (C) 2009 Elsevier Ltd. All rights reserved.
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页码:2073 / 2078
页数:6
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