Benzil reductases are dehydrogenases preferentially active on aromatic 1,2-diketones, but the reasons for this peculiar substrate recognition have not yet been clarified. The benzil reductase (KRED1-Pglu) from the non-conventional yeast Pichia glucozyma showed excellent activity and stereoselectivity in the monoreduction of space-demanding aromatic 1,2-dicarbonyls, making this enzyme attractive as biocatalyst in organic chemistry. Structural insights into the stereoselective monoreduction of 1,2-diketones catalyzed by KRED1-Pglu were investigated starting from its 1.77 Å resolution crystal structure, followed by QM and classical calculations; this study allowed for the identification and characterization of the KRED1-Pglu reactive site. Once identified the recognition elements involved in the stereoselective desymmetrization of bulky 1,2-dicarbonyls mediated by KRED1-Pglu, a mechanism was proposed together with an in silico prediction of substrates reactivity.
Structural insights into the desymmetrization of bulky 1,2-dicarbonyls through enzymatic monoreduction / M. Rabuffetti, P. Cannazza, M.L. Contente, A. Pinto, D. Romano, P. Hoyos, A.R. Alcantara, I. Eberini, T. Laurenzi, L. Gourlay, F. Di Pisa, F. Molinari. - In: BIOORGANIC CHEMISTRY. - ISSN 0045-2068. - 108(2021 Mar), pp. 104644.1-104644.7.
Titolo: | Structural insights into the desymmetrization of bulky 1,2-dicarbonyls through enzymatic monoreduction |
Autori: | MOLINARI, FRANCESCO ENZO (Corresponding) |
Parole Chiave: | biocatalysis; crystal structure; enzymatic reduction; in silico analysis; ketoreductase; pichia glucozyma |
Settore Scientifico Disciplinare: | Settore BIO/10 - Biochimica |
Data di pubblicazione: | mar-2021 |
Rivista: | |
Tipologia: | Article (author) |
Digital Object Identifier (DOI): | http://dx.doi.org/10.1016/j.bioorg.2021.104644 |
Appare nelle tipologie: | 01 - Articolo su periodico |
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