134676-92-9

Upstream product

• 87950-72-9 (2Z,4E)-5-(1-Hydroxy-2-hydroxymethyl-6,6-dimethyl-4-oxo-cyclohex-2-enyl)-3-methyl-penta-2,4-dienoic acid methyl ester 
• 6153-05-5 (Z)-3-methylpent-2-en-4-ynol 
• 134409-06-6 4,4-ethylenedioxy-2,2-dimethylcyclohexanone 
• 87950-72-9 (2Z,4E)-5-(1-Hydroxy-2-hydroxymethyl-6,6-dimethyl-4-oxo-cyclohex-2-enyl)-3-methyl-penta-2,4-dienoic acid methyl ester 
• 80704-08-1 (E)-[5,5-dimethyl-6-(3-oxobut-1-enyl)cyclohex-1-enyl]methyl acetate 
• 951171-17-8 (E)-[6-hydroxy-5,5-dimethyl-3-oxo-6-(oxobut-1-enyl)cyclohex-1-enyl]methyl acetate 
• 951171-19-0 C₁₈H₂₄O₆ 
• 127-41-3 alpha-ionone 
• 110044-95-6 (+/-)-7'-hydroxyabscisic acid 
• 21293-29-8 (2Z,4E)-5-(1-hydroxy-2,6,6-trimethyl-4-oxo-2-cyclohexen-1-yl)-3-methyl-2,4-pentadienoic acid 
• 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 

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 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.

7'-HYDROXY (-)-R-ABSCISCIC ACID: A METABOLITE OF FEEDING (-)-R-ABSCISCIC ACID TO XANTHIUM STRUMARIUM

Key Word Index - Xanthium strumarium; Ambrosiacae; metabolism; abscisic acid; 7'-hydroxy (-)-R-abscisic acid; mass spectrometry; ORD. Feeding of (+/-)-abscisic acid to leaves of Xanthium strumarium resulted in formation of a new metabolite.The compound was identified as 7'-hydroxy (-)-R-abscisic acid by high resolution mass spectrometry of its methyl ester monoacetate, and by optical rotary dispersion.The numbering system for abscisic acid has been extended to include the exocyclic methyl groups.Feeding racemic abscisic acid to Xanthium leaves resulted in ca 20percent conversion of the radiolabelled compound into the new metabolite.Evidence is presented that, in Xanthium, only the synthetic (-)-R-enantiomer of abscisic acid is hydrolxylated at the 7'-position.