Document Detail


Preparation of aliphatic poly(thioester) by the lipase-catalyzed direct polycondensation of 11-mercaptoundecanoic acid.
MedLine Citation:
PMID:  16004472     Owner:  NLM     Status:  MEDLINE    
Abstract/OtherAbstract:
An aliphatic polythioester was enzymatically prepared by the direct polycondensation of mercaptoalkanoic acid using immobilized lipase of Candida antarctica (lipase CA) in bulk. The commercially available 11-mercaptoundecanoic acid was polymerized by lipase CA in bulk in the presence of molecular sieves 4A as a water absorbent at 110 degrees C for 48 h to produce poly(11-mercaptoundecanoate) with an M(w) of 34 000 in high yield. The 104.5 degrees C melting temperature (T(m)) of poly(11-mercaptoundecanoate) was about 20 degrees C higher than that of the corresponding polyoxyester, poly(11-hydroxyundecanoate). The polythioester was readily transformed by lipase into the corresponding cyclic oligomers mainly consisting of the dimer, which were readily repolymerized by the ring-opening polymerization using lipase as a sustainable chemical recycling.
Authors:
Makoto Kato; Kazunobu Toshima; Shuichi Matsumura
Publication Detail:
Type:  Journal Article; Research Support, Non-U.S. Gov't    
Journal Detail:
Title:  Biomacromolecules     Volume:  6     ISSN:  1525-7797     ISO Abbreviation:  Biomacromolecules     Publication Date:    2005 Jul-Aug
Date Detail:
Created Date:  2005-07-11     Completed Date:  2005-11-14     Revised Date:  2006-11-15    
Medline Journal Info:
Nlm Unique ID:  100892849     Medline TA:  Biomacromolecules     Country:  United States    
Other Details:
Languages:  eng     Pagination:  2275-80     Citation Subset:  IM    
Affiliation:
Faculty of Science and Technology, Keio University, 3-14-1 Hiyoshi, Kohoku-ku, Yokohama 223-8522, Japan.
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MeSH Terms
Descriptor/Qualifier:
Candida / enzymology
Catalysis
Fatty Acids / chemistry*
Lipase / chemistry*
Magnetic Resonance Spectroscopy
Molecular Structure
Polyesters / chemistry
Spectrometry, Mass, Matrix-Assisted Laser Desorption-Ionization
Sulfhydryl Compounds / chemistry*
Chemical
Reg. No./Substance:
0/11-mercaptoundecanoic acid; 0/Fatty Acids; 0/Polyesters; 0/Sulfhydryl Compounds; EC 3.1.1.3/Lipase

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


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