Document Detail


Metabolism of chiral ionylideneacetic acids on the abscisic acid biosynthetic pathway in Cercospora.
MedLine Citation:
PMID:  11210128     Owner:  NLM     Status:  MEDLINE    
Abstract/OtherAbstract:
A Chiralcel OJ column was used to determine the absolute configuration of naturally occurring alpha-ionylideneacetic acid from Cercospora rosicola and gamma-ionylideneacetic acid from C. cruenta as (R) enantiomers in accordance with their biosynthetic product, (S)-ABA. Both enantiomers of [1, 2-(13)C2]-alpha and gamma-ionylideneacetic acids were prepared and fed to C. rosicola and C. cruenta. Six combinations of feeding experiments comparatively and unequivocally demonstrated stereoselectivity in the biosynthetic conversions, including stepwise hydroxylation at C-1' and 4'. Enzymatic isomerization from the gamma to alpha-intermediate was suggested not to be involved in ABA biosynthesis in C. rosicola.
Authors:
H Yamamoto; M Inomata; S Tsuchiya; M Nakamura; T Oritani
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Publication Detail:
Type:  Comparative Study; Journal Article; Research Support, Non-U.S. Gov't    
Journal Detail:
Title:  Bioscience, biotechnology, and biochemistry     Volume:  64     ISSN:  0916-8451     ISO Abbreviation:  Biosci. Biotechnol. Biochem.     Publication Date:  2000 Dec 
Date Detail:
Created Date:  2001-02-07     Completed Date:  2001-05-17     Revised Date:  2006-11-15    
Medline Journal Info:
Nlm Unique ID:  9205717     Medline TA:  Biosci Biotechnol Biochem     Country:  Japan    
Other Details:
Languages:  eng     Pagination:  2644-50     Citation Subset:  IM    
Affiliation:
Faculty of Agriculture, Niigata University, Ikarashi, Japan. hirotaka@agr.niigata-u.ac.jp
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MeSH Terms
Descriptor/Qualifier:
Abscisic Acid / analogs & derivatives,  biosynthesis*,  chemistry*,  metabolism*
Glutamic Acid / metabolism
Mitosporic Fungi / metabolism*
Phosphates / metabolism
Stereoisomerism
Substrate Specificity
Thiamine / metabolism
Chemical
Reg. No./Substance:
0/Phosphates; 0/alpha-ionylideneacetic acid; 0/gamma-ionylideneacetic acid; 21293-29-8/Abscisic Acid; 56-86-0/Glutamic Acid; 59-43-8/Thiamine

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