1255188-99-8Relevant articles and documents
Enzyme-Catalyzed Asymmetric Domino Thia-Michael/Aldol Condensation Using Pepsin
Xiang, Yang,Song, Jian,Zhang, Yong,Yang, Da-Cheng,Guan, Zhi,He, Yan-Hong
, p. 6042 - 6048 (2016/07/26)
The novel catalytic promiscuity of pepsin from porcine gastric mucosa for the asymmetric catalysis of the domino thia-Michael/aldol condensation reaction in MeCN and buffer was discovered for the first time. Broad substrate specificity was tested, and a series of corresponding products were obtained with enantioselectivities of up to 84% ee. This specific catalysis was demonstrated by using recombinant pepsin and control experiments with denatured and inhibited pepsin. The reaction was also shown to occur in the active site by site-directed mutagenesis (the Asp32Ala mutant of pepsin), and a possible mechanism was proposed.