Immobilized lipase from Mucor miehei (RML) catalyzed the regioselective acylation of the C-2 side-chain of the C-alkyl resorcin[4]arene tetra-alcohol I in the 1,2-alternate form in organic solvents using vinyl acetate as acylating reagent. The influence of reaction parameters and solvent choice were also studied. Docking simulations allowed the determination of the binding geometry of 1, revealing the importance of Trp88 residue in stabilizing the Michaelis-Menten complex between enzyme and substrate. (C) 2002 Elsevier Science B.V. All rights reserved.
Lipase-catalyzed regioselective acylation of resorcin[4]arenes / Botta, Bruno; Zappia, Giovanni; Tafi, Andrea; Botta, Maurizio; Manetti, Fabrizio; Cernia, Enrico; Milana, Giuliana; Palocci, Cleofe; Soro, Simonetta; Delle Monache, Giuliano. - In: JOURNAL OF MOLECULAR CATALYSIS B-ENZYMATIC. - ISSN 1381-1177. - STAMPA. - 16:5-6(2002), pp. 241-247. [10.1016/S1381-1177(01)00068-6]
Lipase-catalyzed regioselective acylation of resorcin[4]arenes
BOTTA, Bruno;ZAPPIA, Giovanni;CERNIA, Enrico;MILANA, Giuliana;PALOCCI, Cleofe;SORO, Simonetta;
2002
Abstract
Immobilized lipase from Mucor miehei (RML) catalyzed the regioselective acylation of the C-2 side-chain of the C-alkyl resorcin[4]arene tetra-alcohol I in the 1,2-alternate form in organic solvents using vinyl acetate as acylating reagent. The influence of reaction parameters and solvent choice were also studied. Docking simulations allowed the determination of the binding geometry of 1, revealing the importance of Trp88 residue in stabilizing the Michaelis-Menten complex between enzyme and substrate. (C) 2002 Elsevier Science B.V. All rights reserved.I documenti in IRIS sono protetti da copyright e tutti i diritti sono riservati, salvo diversa indicazione.