Document Detail


Metabolism of 5'alpha,8'-cycloabscisic acid, a highly potent and long-lasting abscisic acid analogue, in radish seedlings.
MedLine Citation:
PMID:  14723955     Owner:  NLM     Status:  MEDLINE    
Abstract/OtherAbstract:
We synthesized 5'alpha,8'-cycloabscisic acid (CycloABA), a highly potent and long-lasting abscisic acid (ABA) analogue, by a different method from that reported before. CycloABA fed to radish seedlings had more metabolic tolerance than ABA. The major metabolite of CycloABA was the glucose conjugate, which was the minor metabolite of ABA. The 8'-hydroxylated metabolite and its cyclized isomer, which were major metabolites of ABA, were not found as metabolites of CycloABA. The present results suggest that the highly potent and long-lasting activity of CycloABA is caused by resistance to ABA 8'-hydroxylase, and that CycloABA is partially metabolized to the glucose conjugate by ABA glucosyltransferase.
Authors:
Yasushi Todoroki; Masao Sawada; Miyuki Matsumoto; Shigeko Tsukada; Kotomi Ueno; Masatoshi Isaka; Mariko Owaki; Nobuhiro Hirai
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Publication Detail:
Type:  Journal Article; Research Support, Non-U.S. Gov't    
Journal Detail:
Title:  Bioorganic & medicinal chemistry     Volume:  12     ISSN:  0968-0896     ISO Abbreviation:  Bioorg. Med. Chem.     Publication Date:  2004 Jan 
Date Detail:
Created Date:  2004-01-15     Completed Date:  2004-11-06     Revised Date:  2014-01-08    
Medline Journal Info:
Nlm Unique ID:  9413298     Medline TA:  Bioorg Med Chem     Country:  England    
Other Details:
Languages:  eng     Pagination:  363-70     Citation Subset:  IM    
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MeSH Terms
Descriptor/Qualifier:
Abscisic Acid / analogs & derivatives*,  metabolism*,  pharmacology
Cytochrome P-450 Enzyme System / metabolism
Germination / drug effects
Mixed Function Oxygenases / metabolism
Molecular Biology / methods
Plant Growth Regulators / metabolism
Raphanus / metabolism*
Seedling / growth & development,  metabolism
Seeds / drug effects
Structure-Activity Relationship
Chemical
Reg. No./Substance:
0/5'alpha,8'-cycloabscisic acid; 0/Plant Growth Regulators; 72S9A8J5GW/Abscisic Acid; 9035-51-2/Cytochrome P-450 Enzyme System; EC 1.-/Mixed Function Oxygenases; EC 1.14.13.93/abscisic acid 8'-hydroxylase

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


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