title: Mechanism-inspired engineering of phenylalanine aminomutase for enhanced β-regioselective asymmetric amination of cinnamates.
abstract: Turn to switch: A mutant of phenylalanine aminomutase was engineered that can catalyze the regioselective amination of cinnamate derivatives (see scheme, red) to, for example, β-amino acids. This regioselectivity, along with the X-ray crystal structures, suggests two distinct carboxylate binding modes differentiated by C(β)-C(ipso) bond rotation, which determines if β- (see scheme) or α-addition takes place.
authors: Department of Biochemistry, Groningen Biomolecular Sciences and Biotechnology Institute, University of Groningen, Nijenborgh 4, 9747 AG, Groningen, The Netherlands.
authors: Bian
authors: B
authors: Wu
authors: Wiktor
authors: W
authors: Szymański
authors: Gjalt G
authors: GG
authors: Wybenga
authors: Matthew M
authors: MM
authors: Heberling
authors: Sebastian
authors: S
authors: Bartsch
authors: Stefaan
authors: S
authors: de Wildeman
authors: Gerrit J
authors: GJ
authors: Poelarends
authors: Ben L
authors: BL
authors: Feringa
authors: Bauke W
authors: BW
authors: Dijkstra
authors: Dick B
authors: DB
authors: Janssen
mesh_terms: D000586:Amination; D002934:Cinnamates / Q000737:chemistry / Q000378:metabolism*; D008958:Models, Molecular; D009154:Mutation; D010649:Phenylalanine / Q000737:chemistry / Q000378:metabolism*; D010650:Phenylalanine Ammonia-Lyase / Q000737:chemistry / Q000235:genetics / Q000378:metabolism*; D015202:Protein Engineering; D013237:Stereoisomerism; D013379:Substrate Specificity; D020946:Taxus / Q000737:chemistry / Q000201:enzymology* / Q000235:genetics / Q000378:metabolism
chemical_list: D002934:Cinnamates; D010649:Phenylalanine; D010650:Phenylalanine Ammonia-Lyase