Metabolism of Chiral Ionylideneacetic Acids on the Abscisic Acid Biosynthetic Pathway inCercospora

• DOI: 10.1271/bbb.64.2644
• Publication Date: 2005-01-28T06:03:56Z
• Authors: Hirotaka YAMAMOTO; Masahiro INOMATA; Shinobu TSUCHIYA; Makoto NAKAMURA; Takayuki ORITANI
• Keywords: Hydroxylation; Cercospora

A Chiralcel OJ column was used to determine the absolute configuration of naturally occurring α-ionylideneacetic acid from Cercospora rosicola and γ-ionylideneacetic C. cruenta as (R) enantiomers in accordance with their biosynthetic product, (S)-ABA. Both [1, 2-13C2]-α acids were prepared fed cruenta. Six combinations feeding experiments comparatively unequivocally demonstrated stereoselectivity conversions, including stepwise hydroxylation at C-1′ 4′. Enzymatic isomerization γ α-intermediate suggested not be involved ABA biosynthesis rosicola.