Single-step enzymatic synthesis of (R)-2-O-α-D-glucopyranosyl glycerate, a compatible solute from micro-organisms that functions as a protein stabiliser

被引：31

作者：

Sawangwan, Thornthan ^{[1
]}

Goedl, Christiane ^{[1
]}

Nidetzky, Bernd ^{[1
]}

机构：

[1] Graz Univ Technol, Inst Biotechnol & Biochem Engn, A-8010 Graz, Austria

来源：

ORGANIC & BIOMOLECULAR CHEMISTRY | 2009年 / 7卷 / 20期

基金：

奥地利科学基金会;

关键词：

SUCROSE PHOSPHORYLASE; LEUCONOSTOC-MESENTEROIDES; PERSEPHONELLA-MARINA; GLUCOSYLGLYCERATE; MANNOSYLGLYCERATE; ACID; MUTANT; PHOSPHATE; PATHWAY; ENZYMES;

D O I：

10.1039/b912621j

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Regioselective glucosylation of R-glycerate catalysed by sucrose phosphorylase in the presence of sucrose as the donor substrate provided the natural compatible solute (R)-2-O-alpha-D-glucopyranosyl glycerate with complete regioselectivity in an optimised synthetic yield of 90% R-glycerate converted and a concentration of about 270 mM.

引用

页码：4267 / 4270

页数：4

共 5 条

[1] Enzymatic synthesis of a 2-O-α-D-glucopyranosyl cyclic tetrasaccharide by kojibiose phosphorylase
Watanabe, H
Higashiyama, T
Aga, H
Nishimoto, T
Kubota, M
Fukuda, S
Kurimoto, M
Tsujisaka, Y
CARBOHYDRATE RESEARCH, 2005, 340 (03) : 449 - 454
[2] Chiral resolution through stereoselective transglycosylation by sucrose phosphorylase: application to the synthesis of a new biomimetic compatible solute, (R)-2-O-α-D-glucopyranosyl glyceric acid amide
Wildberger, Patricia
Brecker, Lothar
Nidetzky, Bernd
CHEMICAL COMMUNICATIONS, 2014, 50 (04) : 436 - 438
[3] Synthesis of potassium (2R)-2-O-α-D-glucopyranosyl-(1→6)-α-D-glucopyranosyl-2,3-dihydroxypropanoate a natural compatible solute
Lourenco, Eva C.
Maycock, Christopher D.
Ventura, M. Rita
CARBOHYDRATE RESEARCH, 2009, 344 (15) : 2073 - 2078
[4] A novel vitamin C analog, 2-O-(β-D-Glucopyranosyl)ascorbic acid:: Examination of enzymatic synthesis and biological activity
Toyada-Ono, Y
Maeda, M
Nakao, M
Yoshimura, M
Sugiura-Tomimori, N
Fukami, H
Nishioka, H
Miyashita, Y
Kojo, S
JOURNAL OF BIOSCIENCE AND BIOENGINEERING, 2005, 99 (04) : 361 - 365
[5] Synthesis of Potassium (2R)-2-O-α-D-Mannopyranosyl-(1→2)-α-D-glucopyranosyl-2,3-dihydroxypropanoate: A Naturally Compatible Solute
Lourenco, Eva C.
Rita Ventura, M.
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2011, 2011 (33) : 6698 - 6703

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