129145-43-3

Basic information

• Product Name: C₁₅H₂₂O₃
• Synonyms: C₁₅H₂₂O₃
• CAS NO: 129145-43-3
• Molecular Weight: 250.338
• Mol File: 129145-43-3.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: C₁₅H₂₂O₃(CAS DataBase Reference)
• NIST Chemistry Reference: C₁₅H₂₂O₃(129145-43-3)
• EPA Substance Registry System: C₁₅H₂₂O₃(129145-43-3)

Safety Data

• Hazardous Substances Data: 129145-43-3(Hazardous Substances Data)

Upstream product

• 108-05-4 vinyl acetate 
• 129145-41-1 1-(4-methoxylphenyl)-1-hexanol 
• 108-22-5 Isopropenyl acetate 
• 110-53-2 1-Bromopentane 
• 123-11-5 4-methoxy-benzaldehyde 

Relevant articles and documents

Redesign of enzyme for improving catalytic activity and enantioselectivity toward poor substrates: Manipulation of the transition state

Secondary alcohols having bulky substituents on both sides of the hydroxy group are inherently poor substrates for most lipases. In view of this weakness, we redesigned a Burkholderia cepacia lipase to create a variant with improved enzymatic characteristics. The I287F/I290A double mutant showed a high conversion and a high E value (>200) for a poor substrate for which the wild-type enzyme showed a low conversion and a low E value (5). This enhancement of catalytic activity and enantioselectivity of the variant resulted from the cooperative action of two mutations: Phe287 contributed to both enhancement of the (R)-enantiomer reactivity and suppression of the (S)-enantiomer reactivity, while Ala290 created a space to facilitate the acylation of the (R)-enantiomer. The kinetic constants indicated that the mutations effectively altered the transition state. Substrate mapping analysis strongly suggested that the CH/π interaction partly enhanced the (R)-enantiomer reactivity, the estimated energy of the CH/π interaction being -0.4 kcal mol-1. The substrate scope of the I287F/I290A double mutant was broad. This biocatalyst was useful for the dynamic kinetic resolution of a variety of bulky secondary alcohols for which the wild-type enzyme shows little or no activity. The Royal Society of Chemistry 2012.