130694-63-2

Upstream product

• 21293-29-8 (2Z,4E)-5-(1-hydroxy-2,6,6-trimethyl-4-oxo-2-cyclohexen-1-yl)-3-methyl-2,4-pentadienoic acid 
• 6153-05-5 (Z)-3-methylpent-2-en-4-ynol 
• 20548-02-1 (4R,6R)-4-hydroxy-2,2,6-trimethylcyclohexan-1-one 
• 60046-49-3 (6R)-levodione 
• 26533-74-4 Acetic acid (Z)-5-((1S,6R)-1-hydroxy-2,2,6-trimethyl-4-oxo-cyclohexyl)-3-methyl-pent-2-en-4-ynyl ester 
• 130583-98-1 (-)-9(1E,3Z)-(9R,10R)-9-(5-hydroxy-3-methyl-1,3-pentadienyl)-3,3,8,8,10-pentamethyl-1,5-dioxaspiro<5,5>undecan-9-ol 
• 130646-72-9 (-)-1(Z)-(1S,4R,6R)-1-(5-acetoxy-3-methylpent-3-en-1-ynyl)-2,2,6-trimethylcyclohexan-1,4-diol 
• 130694-59-6 (-)-9(Z)-(9S,10R)-9-(5-hydroxy-3-methylpent-3-en-1-ynyl)-3,3,8,8,10-pentamethyl-1,5-dioxaspiro<5,5>undecan-9-ol 
• 130584-04-2 (4R,6R)-4-(tert-Butyl-dimethyl-silanyloxy)-1-((Z)-5-hydroxy-3-methyl-pent-3-en-1-ynyl)-2,2,6-trimethyl-cyclohexanol 
• 130583-96-9 Acetic acid (Z)-5-[(4R,6R)-4-(tert-butyl-dimethyl-silanyloxy)-1-hydroxy-2,2,6-trimethyl-cyclohexyl]-3-methyl-pent-2-en-4-ynyl ester 
• 130694-74-5 (-)-4(Z)-(4S,5R)-4-hydroxy-4-(5-hydroxy-3-methylpent-3-en-1-ynyl)-3,3,5-trimethylcyclohexanone 
• 130694-61-0 (-)-4(1E,3Z)-(4R,5R)-4-hydroxy-4-(3-methyl-5-oxo-1,3-pentadienyl)-3,3,5-trimethylcyclohexanone 
• 130694-60-9 (-)-4(1E,3Z)-(4R,5R)-4-hydroxy-4-(5-hydroxy-3-methyl-1,3-pentadienyl)-3,3,5-trimethylcyclohexanone 
• 130583-95-8 (4R,6R)-4-[(tert-butyldimethylsilyl)oxy]-2,2,6-trimethylcyclohexan-1-one 

Downstream Products

• 130694-68-7 (1'S,2'R)-2',3'-dihydro-abscisic acid methyl ester 

Relevant academic research and scientific papers

Asymmetrical ligand binding by abscisic acid 8′-hydroxylase

Abscisic acid (ABA), a plant stress hormone, has a chiral center (C1′) in its molecule, yielding the enantiomers (1′S)-(+)-ABA and (1′R)-(-)-ABA during chemical synthesis. ABA 8′-hydroxylase (CYP707A), which is the major and key P450 enzyme in ABA catabol

Synthesis of optically active cyclohexanone analogs of the plant hormone abscisic acid

The abscisic acid analogs (-)-(4R,5R)-, (+)-(4S,5S)-, and (-)-(4S,5R)-4(1E,3Z)-4-(4-carboxy-3-methyl-1,3-butadienyl)-4-hydroxy-3,3,5-trimethylcyclohexanones (dihydroabscisic acids), and (-)-(4S,5R)-, (+)-(4R,5S)-, and (-)-(4R,5R)-4(Z)-4-hydroxy-4-(5-hydroxy-3-methylpent-3-en-1-ynyl)-3,3,5-trimethylcyclohexanones were synthesized from a common precursor, (-)-(6R)-2,2,6-trimethylcyclohexan-1,4-dione, which was readily prepared by the fermentation of oxoisophorone with bakers' yeast.

Enantioselective Reduction of Racemic Abscisic Acid by Aspergillus niger Cultures

Biotransformation of racemic abscisic acid 1a with cultures of Aspergillus niger gives rise to the enantioselective reduction of the (S)-enantiomer to afford the corresponding (1'S,2'R)-(-)-2',3'-dihydro-ABA acid 2a in high enantiomeric excess (e.e.).The structure, stereochemistry, and preferred conformation of compound 2a have been elucidated on the basis of NMR evidence.