52126-16-6Relevant articles and documents
Probing the specificity of the S1', leaving group, site of subtilisin Bacillus lentus using an enzyme-catalyzed transesterification reaction
Lloyd, Richard C.,Dickman, Michael,Jones, J. Bryan
, p. 551 - 561 (1998)
Subtilisin Bacillus lentus catalyzes transesterifications between N- acetyl-L-phenylalanine vinyl ester and a wide range of alcohols. Reaction yields are high when primary alcohols are used, and quantitative with methanol. With chiral alcohols, the reaction is enantioselective, and the stereoselectivity is reversed on going from open chain secondary alcohols to β-branched primary alcohols. A model is proposed to account for this change in absolute configuration preference.