Nitrogen Participation in the Deacylation of D-Glucosamine and α-Chymotrypsin Derivatives. Explanation of the Stereospecificity of Acyl-α-Chymotrypsin Hydrolysis

Article abstract of DOI:10.1016/S0040-4020(01)81594-5

The hydrolysis of ethyl 3,4,6-tri-O-acetyl-2-deoxy-2-amino-β-D-glucopyranoside and acylated α-chymotrypsins has been investigated.Both transformations are catalyzed by neighbouring nitrogen atom participation.The stereospecificity of acylated enzyme hydrolysis can be explained by the specific steric hindrance of nitrogen participation.Keywords: selective deacylation, stereospezific ester hydrolysis, acylated derivatives of α-chymotrypsin, 2-amino-2-deoxy-glucose