91897-25-5

Upstream product

• 2228-72-0 Abscisic acid 
• 14398-53-9 (R)-(-)-abscisic acid 
• 110044-95-6 (+/-)-7'-hydroxyabscisic acid 
• 134409-06-6 4,4-ethylenedioxy-2,2-dimethylcyclohexanone 
• 6153-05-5 (Z)-3-methylpent-2-en-4-ynol 
• 127-41-3 alpha-ionone 
• 951171-19-0 C₁₈H₂₄O₆ 
• 951171-17-8 (E)-[6-hydroxy-5,5-dimethyl-3-oxo-6-(oxobut-1-enyl)cyclohex-1-enyl]methyl acetate 
• 80704-08-1 (E)-[5,5-dimethyl-6-(3-oxobut-1-enyl)cyclohex-1-enyl]methyl acetate 
• 134409-14-6 (2Z,4E)-5-[2-(tert-Butyl-dimethyl-silanyloxymethyl)-1-hydroxy-6,6-dimethyl-4-oxo-cyclohex-2-enyl]-3-methyl-penta-2,4-dienoic acid methyl ester 
• 134409-14-6 methyl 7'-t-butyldimethylsiloxyabscisiate 
• 134409-07-7 4,4-ethylenedioxy-2-hydroxymethylene-6,6-dimethylcyclohexanone 
• 134409-13-5 methyl 5-(2-t-butyldimethylsiloxymethyl-4,4-ethylenedioxy-1-hydroxy-6,6-dimethylcyclohex-2-enyl)-3-methylpenta-2,4-dienoate 
• 134418-40-9 5-(2-t-butyldimethylsiloxymethyl-4,4-ethylenedioxy-1-hydroxy-6,6-dimethylcyclohex-2-enyl)-3-methylpenta-2,4-dien-1-al 

Relevant academic research and scientific papers

Effect of the minor ABA metabolite 7′-hydroxy-ABA on Arabidopsis ABA 8′-hydroxylase CYP707A3

To examine the effect of the minor abscisic acid (ABA) metabolite 7′-hydroxy-ABA on Arabidopsis ABA 8′-hydroxylase (CYP707A3), we developed a novel and facile, four-step synthesis of 7′-hydroxy-ABA from α-ionone. Structural analogues of 7′-hydroxy-ABA, 1′

Synthesis, Biological Activity, and Metabolism of 8′,8′,8′-Trideuteroabscisic Acid

An 8′,8′,8′-trideuterated analog of abscisic acid (ABA) was diastereoselectively synthesized as a new analog of ABA that is resistant to 8′-hydroxylation, the first metabolic reaction of ABA, owing to the primary kinetic isotope effect. (+)-8′,8′,8′-Trideutero-ABA showed long-term activity in the rice elongation assay. The rate of metabolism of this analog in rice cell suspension culture was about two fold slower than that of (+)-ABA. The concentration of 8′,8′-dideuterophaseic acid produced was about 1/3 that of phaseic acid converted from (+)-ABA. This result indicated that the long-lasting activity of the (+)-trideutero-ABA in the rice assay was the result of the delayed 8′-hydroxylation as expected.

SYNTHESIS OF (+)-, (-)- AND (+/-)-7'-HYDROXYABSCISIC ACID

A total synthesis of 7'-hydroxyabscisic acid (1), a putative metabolite of the plant hormone abscisic acid (ABA), is described.The key intermediate in the twelve step synthesis is 2-t-butyldimethylsiloxymethyl-4,4-ethylenedioxy-6,6-dimethylcyclohex-2-en-1-one (5) which contains the desired masked hydroxyl group at the C-7'position of ABA.The final transformation in the synthesis, the hydrolysis of the methyl ester of 1 is readily accomplished with porcine liver esterase.Optically pure (+)- and (-)-forms of 1 are obtained by resolution of the silyl ether methyl ester by HPLC on a chiral column.