title: Modulation of penicillin acylase properties via immobilization techniques: one-pot chemoenzymatic synthesis of Cephamandole from Cephalosporin C.
abstract: The modulation of penicillin G acylase (PGA) properties via immobilization techniques has been performed studying the acylation of 7-aminocephalosporanic acid with R-mandelic acid methyl ester. PGA from Escherichia coli, immobilized onto agarose activated with glycidol (glyoxyl-agarose), has been used for the design of a novel one-pot synthesis of Cephamandole in aqueous medium and without isolation of intermediates, through three consecutive biotransformations catalyzed by D-amino acid oxidase, glutaryl acylase and PGA.
authors.affiliation: Pharmaceutical Biocatalysis Laboratories, Dipartimento di Chimica Farmaceutica, Università degli Studi di Pavia, via Taramelli 12, 27100, Pavia, Italy. markt@pbl.unipv.it
authors.forename: M
authors.initials: M
authors.lastname: Terreni
authors.forename: G
authors.initials: G
authors.lastname: Pagani
authors.forename: D
authors.initials: D
authors.lastname: Ubiali
authors.forename: R
authors.initials: R
authors.lastname: Fernández-Lafuente
authors.forename: C
authors.initials: C
authors.lastname: Mateo
authors.forename: J M
authors.initials: JM
authors.lastname: Guisán
mesh_terms: D001671:Biochemistry / Q000379:methods*; D002435:Cefamandole / Q000138:chemical synthesis* / Q000378:metabolism; D002511:Cephalosporins / Q000737:chemistry* / Q000378:metabolism; D004800:Enzymes, Immobilized / Q000737:chemistry* / Q000378:metabolism; D004926:Escherichia coli / Q000201:enzymology; D010399:Penicillin Amidase / Q000737:chemistry* / Q000378:metabolism*; D012685:Sepharose / Q000737:chemistry
chemical_list: D002511:Cephalosporins; D004800:Enzymes, Immobilized; C025163:cephalosporin C; D002435:Cefamandole; D012685:Sepharose; D010399:Penicillin Amidase