Document Detail


Characterization of linear and cyclic polylactic acids and their solvolysis products by electrospray ionization mass spectrometry.
MedLine Citation:
PMID:  17013826     Owner:  NLM     Status:  MEDLINE    
Abstract/OtherAbstract:
Linear and cyclic polylactic acids (PLAs) were characterized using electrospray ionization mass spectrometry (ESI-MS) as part of our ongoing investigation of the hydrolysis mechanism of biodegradable polymers. The condensation oligomers of linear polylactic acid (LPLA) were synthesized by thermal dehydration of L-lactic acid. The trimer and tetramer base polymers of cyclic polylactic acid (CPLA) were obtained by cyclization reactions of lactic acid trimers and tetramers, respectively. In the ESI-MS/MS measurement, LPLA yielded three types of product ion series, while CPLA yielded only one type, from which the repeated units of CPLA were removed. The MS/MS spectrum of the NH4+ adduct ion for both cyclic and linear PLA showed loss of one ammonia molecule. The postsource decay (PSD) spectrum of CPLA by matrix-assisted laser desorption ionization (MALDI) mass spectrometry was similar to the ESI-MS/MS spectrum, while that of LPLA was different. In addition, the degradation of cyclic and linear PLAs by solvolysis was investigated. Solvolysis with anhydrous MeOH was quite feasible, but did not readily occur in the presence of even a small amount of water in the MeOH solvent.
Authors:
Issey Osaka; Mikio Watanabe; Masashi Takama; Masahiro Murakami; Ryuichi Arakawa
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Publication Detail:
Type:  Journal Article; Research Support, Non-U.S. Gov't    
Journal Detail:
Title:  Journal of mass spectrometry : JMS     Volume:  41     ISSN:  1076-5174     ISO Abbreviation:  J Mass Spectrom     Publication Date:  2006 Oct 
Date Detail:
Created Date:  2006-10-19     Completed Date:  2007-08-29     Revised Date:  -    
Medline Journal Info:
Nlm Unique ID:  9504818     Medline TA:  J Mass Spectrom     Country:  England    
Other Details:
Languages:  eng     Pagination:  1369-77     Citation Subset:  IM    
Copyright Information:
Copyright 2006 John Wiley & Sons, Ltd.
Affiliation:
Department of Applied Chemistry, Kansai University, Yamatecho, Suita 564-8680, Japan.
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MeSH Terms
Descriptor/Qualifier:
Cyclization
Hydrolysis
Lactic Acid / chemistry*
Polymers / chemistry*
Solvents
Spectrometry, Mass, Electrospray Ionization
Spectrometry, Mass, Matrix-Assisted Laser Desorption-Ionization
Chemical
Reg. No./Substance:
0/Polymers; 0/Solvents; 26100-51-6/poly(lactic acid); 50-21-5/Lactic Acid

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


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