Hydrolysis of Complex Carbohydrates (c)Retaining glycosidases operate through two inversions,the first by a carboxylate ion to give a glycosylated enzyme intermediate and the second by nucleophilic attack of water (c)Retaining glycosidase CZ Enz CH2OH CH2OH Enz CH2OH HO HO HO OH OH HO Oxonium ion CH2OH Glycosyl Oxonium ion HO enzyme 0 HO OH 0 CH2OH Enz HO OH OH Cengage Learning.All Rights Reserved. (c) Retaining glycosidases operate through two inversions, the first by a carboxylate ion to give a glycosylated enzyme intermediate and the second by nucleophilic attack of water Hydrolysis of Complex Carbohydrates