Titration and assignment of residues that regulate the enantioselectivity of phenylacetone monooxygenase (Articolo in rivista)

Type
Label
  • Titration and assignment of residues that regulate the enantioselectivity of phenylacetone monooxygenase (Articolo in rivista) (literal)
Anno
  • 2007-01-01T00:00:00+01:00 (literal)
Http://www.cnr.it/ontology/cnr/pubblicazioni.owl#doi
  • 10.1002/adsc.200600598 (literal)
Alternative label
  • Zambianchi F.(1); Fraaije M.W.(2); Carrea G.(1); de Gonzalo G.(1); Rodriguez C.(3); Gotor .V(3); Ottolina G.(1) (2007)
    Titration and assignment of residues that regulate the enantioselectivity of phenylacetone monooxygenase
    in Advanced synthesis & catalysis (Print)
    (literal)
Http://www.cnr.it/ontology/cnr/pubblicazioni.owl#autori
  • Zambianchi F.(1); Fraaije M.W.(2); Carrea G.(1); de Gonzalo G.(1); Rodriguez C.(3); Gotor .V(3); Ottolina G.(1) (literal)
Pagina inizio
  • 1327 (literal)
Pagina fine
  • 1331 (literal)
Http://www.cnr.it/ontology/cnr/pubblicazioni.owl#url
  • http://onlinelibrary.wiley.com/doi/10.1002/adsc.200600598/abstract (literal)
Http://www.cnr.it/ontology/cnr/pubblicazioni.owl#numeroVolume
  • 349 (literal)
Rivista
Note
  • ISI Web of Science (WOS) (literal)
Http://www.cnr.it/ontology/cnr/pubblicazioni.owl#affiliazioni
  • (1)Istituto di Chimica del Riconoscimento Molecolare, CNR, via Mario Bianco 9, 20131, Milano, Italy (2) Laboratory of Biochemistry, Groningen Biomolecular Sciences and Biotechnology Institute, University of Groningen, Nijenborgh 4, 9747 AG Groningen, The Netherlands (3) Departamento de Química Organica e Inorgánica, Universidad de Oviedo, c/Julian Clavera, 33006, Oviedo, Spain (literal)
Titolo
  • Titration and assignment of residues that regulate the enantioselectivity of phenylacetone monooxygenase (literal)
Abstract
  • Phenylacetone monooxygense (PAMO) from Thermobifida fusca was employed for the asymmetric oxidation of thioanisole (sulfooxidation) and of racemic 2-phenylpropionaldehyde (Baeyer-Villiger oxidation). A pH dependence of enantioselectivity was observed in both cases. Two different residues, with pKa values of 7.8±0.2 and 9.2±0.2, appeared to be responsible for the pH effects on PAMO enantioselectivity. The protonation of Arg337 and the FAD:C4a-hydroperoxide/FAD:C4a-peroxide equilibrium were identified as the major factors responsible for the fine-tuning of PAMO enantioselectivity in Baeyer-Villiger oxidation and sulfooxidation, respectively. (literal)
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