Metabolism of 5'alpha,8'-cycloabscisic acid, a highly potent and long-lasting abscisic acid analogue, in radish seedlings.
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.
Todoroki
Yasushi
Y
Department of Applied Biological Chemistry, Faculty of Agriculture, Shizuoka University, Shizuoka 422-8529, Japan. aytodor@agr.shizuoka.ac.jp
Sawada
Masao
M
Matsumoto
Miyuki
M
Tsukada
Shigeko
S
Ueno
Kotomi
K
Isaka
Masatoshi
M
Owaki
Mariko
M
Hirai
Nobuhiro
N
D000040:Abscisic Acid / Q000031:analogs & derivatives* / Q000378:metabolism* / Q000494:pharmacology; D003577:Cytochrome P-450 Enzyme System / Q000378:metabolism; D018525:Germination / Q000187:drug effects; D006899:Mixed Function Oxygenases / Q000378:metabolism; D008967:Molecular Biology / Q000379:methods; D010937:Plant Growth Regulators / Q000378:metabolism; D010940:Plant Proteins; D031224:Raphanus / Q000378:metabolism*; D036226:Seedlings / Q000254:growth & development / Q000378:metabolism; D012639:Seeds / Q000187:drug effects; D013329:Structure-Activity Relationship
C492851:5'alpha,8'-cycloabscisic acid; D010937:Plant Growth Regulators; D010940:Plant Proteins; D000040:Abscisic Acid; D003577:Cytochrome P-450 Enzyme System; D006899:Mixed Function Oxygenases; C107203:abscisic acid 8'-hydroxylase