Screening of lipases for the synthesis of xylitol monoesters by chemoenzymatic esterification and the potential of microwave and ultrasound irradiations to enhance the reaction rate

被引:31
作者
Rufino, Alessandra R. [1 ]
Biaggio, Francisco C. [1 ]
Santos, Julio C. [1 ]
de Castro, Heizir F. [1 ]
机构
[1] Univ Sao Paulo, Dept Chem Engn, Engn Sch Lorena, BR-12602810 Sao Paulo, Brazil
基金
巴西圣保罗研究基金会;
关键词
Xylitol monoesters; Lipase; Esterification; Ultrasound and microwave irradiations; SOLID-PHASE SYNTHESIS; FATTY-ACID ESTERS; ENZYMATIC-SYNTHESIS; PENICILLIUM-CAMEMBERTII; SUGAR ESTERS; CHAIN-LENGTH; SOLVENT; MONOLAURATE; PRODUCTS;
D O I
10.1016/j.ijbiomac.2010.04.009
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
Lipases from different sources, Pseudomonas fluorescens (AK lipase), Burkholderia cepacia (PS lipase), Penicillium camembertii (lipase G) and Porcine pancreas lipase (PPL), previously immobilized on epoxy SiO2-PVA, were screened for the synthesis of xylitol monoesters by esterification of the protected xylitol using oleic acid as acyl donor group. Among all immobilized derivatives, the highest esterification yield was achieved by P. camembertii lipase, showing to be attractive alternative to bulk chemical routes to satisfy increasing commercial demands. Further experiments were performed to determine the influence of fatty acids chain size on the reaction yield and the feasibility of using non-conventional heating systems (microwave and ultrasound irradiations) to enhance the reaction rate. (C) 2010 Elsevier B.V. All rights reserved.
引用
收藏
页码:5 / 9
页数:5
相关论文
共 22 条
[1]   ENANTIOSELECTIVE ESTERIFICATIONS OF UNSATURATED ALCOHOLS MEDIATED BY A LIPASE PREPARED FROM PSEUDOMONAS SP [J].
BURGESS, K ;
JENNINGS, LD .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1991, 113 (16) :6129-6139
[2]   Lipase-catalyzed solid phase synthesis of sugar fatty acid esters [J].
Cao, LQ ;
Fischer, A ;
Bornscheuer, UT ;
Schmid, RD .
BIOCATALYSIS AND BIOTRANSFORMATION, 1997, 14 (04) :269-283
[3]   Lipase-catalyzed synthesis of xylitol monoesters:: solvent engineering approach [J].
Castillo, E ;
Pezzotti, F ;
Navarro, A ;
López-Munguía, A .
JOURNAL OF BIOTECHNOLOGY, 2003, 102 (03) :251-259
[4]   The enzymatic synthesis of glucosylmyristate as a reaction model for general considerations on 'sugar esters' production [J].
Cauglia, F. ;
Canepa, P. .
BIORESOURCE TECHNOLOGY, 2008, 99 (10) :4065-4072
[5]   Green chemistry - The sonochemical approach [J].
Cintas, P ;
Luche, JL .
GREEN CHEMISTRY, 1999, 1 (03) :115-125
[6]   Biocatalysis and enzymes in organic synthesis [J].
Davis, BG ;
Borer, V .
NATURAL PRODUCT REPORTS, 2001, 18 (06) :618-640
[7]   Enzymatic synthesis of monoglycerides by esterification reaction using Penicillium camembertii lipase immobilized on epoxy SiO2-PVA composite [J].
Freitas, Larissa ;
Paula, Ariela V. ;
dos Santos, Julio C. ;
Zanin, Gisella M. ;
de Castro, Heizir F. .
JOURNAL OF MOLECULAR CATALYSIS B-ENZYMATIC, 2010, 65 (1-4) :87-90
[8]   Effect off microwave radiation on copper(II) 2,2'-bipyridyl-mediated hydrolysis of bis(p-nitrophenyl) phosphodiester and enzymatic hydrolysis of carbohydrates [J].
Kabza, KG ;
Gestwicki, JE ;
McGrath, JL ;
Petrassi, HM .
JOURNAL OF ORGANIC CHEMISTRY, 1996, 61 (26) :9599-9602
[9]  
Kojima Y, 2003, J BIOSCI BIOENG, V96, P219, DOI 10.1016/S1389-1723(03)80185-8
[10]   Enzymatic synthesis of medium chain monoglycerides in a solvent-free system [J].
Langone, MAP ;
De Abreu, ME ;
Rezende, MJC ;
Sant'Anna, GL .
APPLIED BIOCHEMISTRY AND BIOTECHNOLOGY, 2002, 98 (1-9) :987-996