Cross-linked aggregates of (R)-oxynitrilase:: A stable, recyclable biocatalyst for enantioselective hydrocyanation

被引：72

作者：

van Langen, LM ^{[1
]}

Selassa, RP ^{[1
]}

van Rantwijk, F ^{[1
]}

Sheldon, RA ^{[1
]}

机构：

[1] Delft Univ Technol, Lab Biocatalysis & Organ Chem, NL-2628 BL Delft, Netherlands

来源：

ORGANIC LETTERS | 2005年 / 7卷 / 02期

关键词：

D O I：

10.1021/ol047647z

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The (R)-oxynitrilase from almonds was immobilized as a cross-linked enzyme aggregate (CLEA) via precipitation with 1,2-dimethoxyethane and subsequent cross-linking using glutaraldehyde. The resulting preparation was a highly effective hydrocyanation catalyst under microaqueous conditions, which suppress the nonenzymatic background reaction. The beneficial effect of these latter conditions on the hydrocyanation of slow-reacting aldehydes is demonstrated. The oxynitrilase CLEA was recycled 10 times without loss of activity.

引用

页码：327 / 329

页数：3

共 18 条

[11]

POCHLAUER P, 2001, Patent No. 0144487A1

[12]

Schmidt M, 1999, TOP CURR CHEM, V200, P193

[13] Preparation, optimization, and structures of cross-linked enzyme aggregates (CLEAs) [J].

Schoevaart, R ;

Wolbers, MW ;

Golubovic, M ;

Ottens, M ;

Kieboom, APG ;

van Rantwijk, F ;

van der Wielen, LAM ;

Sheldon, RA .

BIOTECHNOLOGY AND BIOENGINEERING, 2004, 87 (06) :754-762

[14] Enzymatic hydrocyanation of a sterically hindered aidehyde.: Optimization of a chemoenzymatic procedure for (R)-2-chloromandelic acid [J].

van Langen, LM ;

van Rantwijk, F ;

Sheldon, RA .

ORGANIC PROCESS RESEARCH & DEVELOPMENT, 2003, 7 (06) :828-831

[15]

Warmerdam EGJC, 1996, RECL TRAV CHIM PAY B, V115, P20

[16] Reaction temperature optimization procedure for the synthesis of (R)-mandelonitrile by Prunus amygdalus hydroxynitrile lyase using a process model approach [J].

Willeman, WF ;

Straathof, AJJ ;

Heijnen, JJ .

ENZYME AND MICROBIAL TECHNOLOGY, 2002, 30 (02) :200-208

[17] Development of a process model to describe the synthesis of (R)-mandelonitrile by Prunus amygdalus hydroxynitrile lyase in an aqueous-organic biphasic reactor [J].

Willeman, WF ;

Gerrits, PJ ;

Hanefeld, U ;

Brussee, J ;

Straathof, AJJ ;

van der Gen, A ;

Heijnen, JJ .

BIOTECHNOLOGY AND BIOENGINEERING, 2002, 77 (03) :239-247

[18] SYNTHESIS OF OPTICALLY-ACTIVE CYANOHYDRINS USING ALMOND MEAL [J].

ZANDBERGEN, P ;

VANDERLINDEN, J ;

BRUSSEE, J ;

VANDERGEN, A .

SYNTHETIC COMMUNICATIONS, 1991, 21 (12-13) :1387-1391

← 1 2 →