73365-31-8

Basic information

• Product Name: (R)-2-methyl-pentanoyl chloride
• CAS NO: 73365-31-8
• Molecular Weight: 134.606
• Mol File: 73365-31-8.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: (R)-2-methyl-pentanoyl chloride(CAS DataBase Reference)
• NIST Chemistry Reference: (R)-2-methyl-pentanoyl chloride(73365-31-8)
• EPA Substance Registry System: (R)-2-methyl-pentanoyl chloride(73365-31-8)

Safety Data

• Hazardous Substances Data: 73365-31-8(Hazardous Substances Data)

Upstream product

• 97-61-0 2-Methylpentanoic acid 
• 49642-47-9 methyl (R)-2-methylbutyric acid 

Relevant articles and documents

Mutation of cysteine-295 to alanine in secondary alcohol dehydrogenase from thermoanaerobacter ethanolicus affects the enantioselectivity and substrate specificity of ketone reductions

The mutation of Cys-295 to alanine in Thermoanaerobacter ethanolicus secondary alcohol dehycrogenase (SADH) was performed to give C295A SADH, on the basis of molecular modeling studies utilizing the X-ray crystal structure coordinates of the highly homologous T. brockii secondary alcohol dehydrogenase (YKF.PDB). This mutant SADH has activity for 2-propanol comparable to wild-type SADH. However, the C295A mutation was found to cause a significant shift of enantioselectivity toward the (S)-configuration in the reduction of some ethynylketones to the corresponding chiral propargyl alcohols. This result confirms our prediction that Cys-295 is part of a small alkyl group binding pocket whose size determines the binding orientation of ketone substrates, and, hence, the stereochemical configuration of the product alcohol. Furthermore, C295A SADH has much higher actifity towards t-butyl and some α-branched ketones than does wild-type SADH. The C295A mutation does not affect the thioester reductase activity of SADH. The broader substrate specificity and altered stereoselectivity for C295A SADH make it a potentially useful tool for asymmetric reductions. Copyright