Document Detail


Arabidopsis peroxidase-catalyzed copolymerization of coniferyl and sinapyl alcohols: kinetics of an endwise process.
MedLine Citation:
PMID:  20615517     Owner:  NLM     Status:  MEDLINE    
Abstract/OtherAbstract:
In order to determine the mechanism of the earlier copolymerization steps of two main lignin precursors, sinapyl (S) alcohol and coniferyl (G) alcohol, microscale in vitro oxidations were carried out with a PRX34 Arabidopsis thaliana peroxidase in the presence of H(2)O(2). This plant peroxidase was found to have an in vitro polymerization activity similar to the commonly used horseradish peroxidase. The selected polymerization conditions lead to a bulk polymerization mechanism when G alcohol was the only phenolic substrate available. In the same conditions, the presence of S alcohol at a 50/50 S/G molar ratio turned this bulk mechanism into an endwise one. A kinetics monitoring (size-exclusion chromatography and liquid chromatography-mass spectrometry) of the different species formed during the first 24h oxidation of the S/G mixture allowed sequencing the bondings responsible for oligomerization. Whereas G homodimers and GS heterodimers exhibit low reactivity, the SS pinoresinol structure act as a nucleating site of the polymerization through an endwise process. This study is particularly relevant to understand the impact of S units on lignin structure in plants and to identify the key step at which this structure is programmed.
Authors:
Nathalie Demont-Caulet; Catherine Lapierre; Lise Jouanin; Stéphanie Baumberger; Valérie Méchin
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Publication Detail:
Type:  Journal Article; Research Support, Non-U.S. Gov't     Date:  2010-07-06
Journal Detail:
Title:  Phytochemistry     Volume:  71     ISSN:  1873-3700     ISO Abbreviation:  Phytochemistry     Publication Date:  2010 Oct 
Date Detail:
Created Date:  2010-09-09     Completed Date:  2010-12-14     Revised Date:  -    
Medline Journal Info:
Nlm Unique ID:  0151434     Medline TA:  Phytochemistry     Country:  United States    
Other Details:
Languages:  eng     Pagination:  1673-83     Citation Subset:  IM    
Copyright Information:
Copyright © 2010 Elsevier Ltd. All rights reserved.
Affiliation:
Institut Jean-Pierre Bourgin, UMR 1318 INRA/AgroParisTech, Pôle Systèmes Cellulaires, Morphogénèse et Signalisation, Thiverval-Grignon, France.
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MeSH Terms
Descriptor/Qualifier:
Arabidopsis / enzymology*,  metabolism
Electrophoresis, Polyacrylamide Gel
Lignin / chemistry,  metabolism*
Peroxidases / metabolism*
Phenols / analysis*,  metabolism
Phenylpropionates / analysis*,  metabolism
Polymerization
Chemical
Reg. No./Substance:
0/Phenols; 0/Phenylpropionates; 0/sinapyl alcohol; 458-35-5/coniferyl alcohol; 9005-53-2/Lignin; EC 1.11.1.-/Peroxidases

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