Document Detail

Influence of PEG endgroup and molecular weight on its reactivity for lipase-catalyzed polyester synthesis.
MedLine Citation:
PMID:  16602719     Owner:  NLM     Status:  MEDLINE    
Polycondensations were performed at 70 degrees C in bulk using physically immobilized lipase B from Candida antarctica (CAL-B) as catalyst. Study of copolymerizations between sebacic acid and PEG diols of differing Mn values (200, 400, 600, 1000, 2000, and 10 000) showed that PEG 400 and 600 were most reactive (DP(avg) up to about 6). Increasing the PEG diol chain length from 600 to 1000, 2000, and 10 000 resulted in large decreases in copolymer DP(avg) values. PEG200 diacids (i.e., HOOC-(CH2)x-O-(CH2CH2O)n-(CH2)x-COOH) were successfully synthesized where x was 1, 4, 5, 7, 9, and 11. Study of copolymerizations of these diacids with 1,8-octanediol showed that, by introduction of a five-carbon methylene spacer (x = 5), remarkable increases in the reactivity of PEG200 diacids were achieved. In addition, introduction of this spacer was also effective for increasing the reactivity of PEG diacids of higher molecular weight (i.e., PEG400, 600, and 1000). This work verified the hypothesis that, by conversion of PEG chain ends to structures more closely resembling fatty acids, modified PEG building blocks are obtained that are better recognized as substrates by CAL-B during condensation reactions.
Bishwabhusan Sahoo; Anupam Bhattacharya; Hongyong Fu; Wei Gao; Richard A Gross
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Publication Detail:
Type:  Journal Article; Research Support, U.S. Gov't, Non-P.H.S.    
Journal Detail:
Title:  Biomacromolecules     Volume:  7     ISSN:  1525-7797     ISO Abbreviation:  Biomacromolecules     Publication Date:  2006 Apr 
Date Detail:
Created Date:  2006-04-10     Completed Date:  2006-07-03     Revised Date:  2006-11-15    
Medline Journal Info:
Nlm Unique ID:  100892849     Medline TA:  Biomacromolecules     Country:  United States    
Other Details:
Languages:  eng     Pagination:  1042-8     Citation Subset:  IM    
NSF I/UCRC of Biocatalysis and Bioprocessing of Macromolecules, Othmer Department of Chemical & Biological Sciences and Engineering, Polytechnic University, Brooklyn, New York 11201, USA.
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MeSH Terms
Candida / enzymology
Lipase / chemistry*
Molecular Weight
Polyesters / chemical synthesis*,  chemistry
Polyethylene Glycols / chemistry*
Species Specificity
Reg. No./Substance:
0/Polyesters; 0/Polyethylene Glycols; EC 3.1.1.-/lipase B, Candida antarctica; EC

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