Efficient Synthesis of a Long Carbohydrate Chain Alkyl Glycoside Catalyzed by Cyclodextrin Glycosyltransferase (CGTase)

被引：40

作者：

Svensson, David ^{[1
]}

Ulvenlund, Stefan ^{[2
]}

Adlercreutz, Patrick ^{[1
]}

机构：

[1] Lund Univ, Dept Biotechnol, SE-22100 Lund, Sweden

[2] AstraZeneca R&D, Prod Dev, Lund, Sweden

来源：

BIOTECHNOLOGY AND BIOENGINEERING | 2009年 / 104卷 / 05期

关键词：

cyclodextrin glycosyltransferase; alkyl glycoside; dodecyl alpha-D-maltooctaoside; cyclodextrin; transglycosylation; coupling reaction; BETA-D-GLUCOPYRANOSIDE; LEUCONOSTOC-MESENTEROIDES; ENZYMATIC-SYNTHESIS; PHASE-BEHAVIOR; ALPHA-AMYLASE; GLUCANOTRANSFERASE; SURFACTANTS; TRANSGLYCOSYLATION; GLUCOSIDASE; GLUCOOLIGOSACCHARIDES;

D O I：

10.1002/bit.22472

中图分类号：

Q81 [生物工程学（生物技术）]; Q93 [微生物学];

学科分类号：

071005 ; 0836 ; 090102 ; 100705 ;

摘要：

Alkyl glycosides with long carbohydrate groups are surfactants with attractive properties but they are very difficult to synthesize. Here, a method for extension of the carbohydrate group of commercially available dodecyl-beta-D-maltoside (DDM) is presented. DDM was converted to dodecyl-beta-D-maltooctaoside (DDMO) in a single step by using a CGTase as catalyst and alpha-cyclodextrin (alpha-CD) as glycosyl donor. The coupling reaction is under kinetic control and the maximum yield depends on the selectivity of the enzyme. The Bacillus macerans CGTase favored the coupling reaction,while the Thermoanaerobacter enzyme also catalyzed disproportionation reactions leading to a broader product. range. A high ratio alpha-CD/DDM favored a high yield of DDMO and yields up to 80% were obtained using the B. macerans. enzyme as catalyst. Biotechnol. Bioeng. 2009;104: 854-861. (C) 2009 Wiley Periodicals, Inc.

引用

页码：854 / 861

页数：8

共 42 条

[1] (1,4)-ALPHA-D-GLUCOPYRANOSYL TRANSFER PRODUCTS FROM CYCLOHEXAAMYLOSES [J].