In situ aldehyde generation for aldol addition reactions catalyzed by D-fructose-6-phosphate aldolase

被引：15
|
作者：
Mifsud, Maria [1 ]
Szekrenyi, Anna [1 ]
Joglar, Jesus [1 ]
Clapes, Pere [1 ]
机构：
[1] CSIC, IQAC, Biotransformat & Bioact Mol Grp, ES-08034 Barcelona, Spain
来源：
JOURNAL OF MOLECULAR CATALYSIS B-ENZYMATIC | 2012年 / 84卷
关键词：
One-pot two-step oxidation/aldol reaction; Biocatalytic oxidation; Laccase/O-2/TEMPO; Alcohol oxidase; D-Fructose-6-phosphate aldolase; ENZYMATIC-SYNTHESIS; ORGANIC-SYNTHESIS; POLYHYDROXYLATED COMPOUNDS; PRIMARY ALCOHOLS; SUPPORT MATERIAL; WATER ACTIVITY; OXIDATION; CHLOROPEROXIDASE; SOLVENT; MEDIA;
D O I：
10.1016/j.molcatb.2012.02.001
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：
In situ coupling of aldehyde generation, by a mild alcohol oxidation, with an enzymatic aldol addition reaction, mediated by D-fructose-6-phosphate aldolase (FSA) has been investigated as an approach to improve the performance of the process. Four sustainable oxidation methods compatible with the activity and stability of the enzymatic aldol addition have been assayed. Among them, the laccase/O-2/2,2,6,6-tetramethylpiperidine-N-oxyl (TEMPO) and alcohol oxidase gave the best results for the N-Cbz-aminoethanol to N-Cbz-glycinal (53%) and furfuryl alcohol to furfural (89%), respectively, followed by the aldol addition with hydroxyacetone catalyzed by FSA A129S mutant. (C) 2012 Elsevier B.V. All rights reserved.
引用
收藏
页码：102 / 107
页数：6
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