Document Detail


Thiol-functionalized copolymeric polyesters by lipase-catalyzed esterification and transesterification of 1,12-dodecanedioic acid and its diethyl ester, respectively, with 1-thioglycerol.
MedLine Citation:
PMID:  20495948     Owner:  NLM     Status:  MEDLINE    
Abstract/OtherAbstract:
Copolymeric polyoxoesters containing branched-chain methylenethiol functions, i.e., poly(1,12-dodecanedioic acid-co-1-thioglycerol) and poly(diethyl 1,12-dodecanedioate-co-1-thioglycerol), were formed by lipase-catalyzed polyesterification and polytransesterification of 1,12-dodecanedioic acid and diethyl 1,12-dodecanedioate, respectively, with 1-thioglycerol (3-mercaptopropane-1,2-diol) using immobilized lipase B from Candida antarctica (Novozym 435) in vacuo without drying agent in the reaction mixture. After 360-480 h, both polyoxoesters were purified by extraction from the reaction mixtures followed by solvent fractionation. The precipitate of poly(1,12-dodecanedioic acid-co-1-thioglycerol) demonstrated a M(W) of ~170,000 Da, whereas a M(W) of ~7,100 Da only was found for poly(diethyl 1,12-dodecanedioate-co-1-thioglycerol). Both polycondensates were analyzed by GPC/SEC, alkali-catalyzed transmethylation, NMR- and FTIR-spectrometry.
Authors:
Eberhard Fehling; Klaus Bergander; Erika Klein; Nikolaus Weber; Klaus Vosmann
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Publication Detail:
Type:  Journal Article     Date:  2010-05-22
Journal Detail:
Title:  Biotechnology letters     Volume:  32     ISSN:  1573-6776     ISO Abbreviation:  Biotechnol. Lett.     Publication Date:  2010 Oct 
Date Detail:
Created Date:  2010-09-17     Completed Date:  2011-01-10     Revised Date:  -    
Medline Journal Info:
Nlm Unique ID:  8008051     Medline TA:  Biotechnol Lett     Country:  Netherlands    
Other Details:
Languages:  eng     Pagination:  1463-71     Citation Subset:  IM    
Affiliation:
Max Rubner-Institute, Federal Research Institute for Nutrition and Food, Piusallee 68/76, 48147, Münster, Germany. eberhard.fehling@mri.bund.de
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MeSH Terms
Descriptor/Qualifier:
Candida / enzymology*
Chromatography, Gel
Dicarboxylic Acids / metabolism*
Enzymes, Immobilized / metabolism
Esterification
Gas Chromatography-Mass Spectrometry
Glycerol / analogs & derivatives*,  metabolism
Lipase / metabolism*
Magnetic Resonance Spectroscopy
Molecular Weight
Polyesters / chemistry,  isolation & purification,  metabolism*
Spectroscopy, Fourier Transform Infrared
Chemical
Reg. No./Substance:
0/Dicarboxylic Acids; 0/Enzymes, Immobilized; 0/Polyesters; 56-81-5/Glycerol; 693-23-2/dodecanedioic acid; 96-27-5/thioglycerol; EC 3.1.1.-/lipase B, Candida antarctica; EC 3.1.1.3/Lipase

From MEDLINE®/PubMed®, a database of the U.S. National Library of Medicine


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