Pregled bibliografske jedinice broj: 577966
Catalytic activity of halohydrin dehalogenases towards spiroepoxides
Catalytic activity of halohydrin dehalogenases towards spiroepoxides // Organic & biomolecular chemistry, 10 (2012), 5063-5072 doi:10.1039/C2OB25470K (međunarodna recenzija, članak, znanstveni)
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Naslov
Catalytic activity of halohydrin dehalogenases
towards spiroepoxides
Autori
Maja Majerić Elenkov ; Ines Primožič ; Tomica Hrenar ; Ana Smolko ; Irena Dokli ; Branka Salopek-Sondi ; Lixia Tang
Izvornik
Organic & biomolecular chemistry (1477-0520) 10
(2012);
5063-5072
Vrsta, podvrsta i kategorija rada
Radovi u časopisima, članak, znanstveni
Ključne riječi
halohydrin dehalogenases ; spiroepoxides ; regioselectivity ; enantioselectivity ; diastereoselectivity
Sažetak
A novel activity of halohydrin dehalogenases towards spiroepoxides has been found. The enzyme from Arthrobacter sp. (HheA) catalysed highly regioselective azidolysis of spiroepoxides containing 5, 6 and 7-membered cycloalkane rings, while the enzyme from Agrobacterium radiobacter (HheC), besides high regioselectivity, displayed also moderate to high enantioselectivity (E up to >200) that can be applied for the kinetic resolution of chiral spiroepoxides. The orientations of spiroepoxides in the active site of halohydrin dehalogenases were studied by quantum-chemical calculations and docking simulations. Analyses of the complexes obtained revealed the origins of diastereoselectivity and enantioselectivity of the investigated biotransformations.
Izvorni jezik
Engleski
Znanstvena područja
Kemija
POVEZANOST RADA
Projekti:
UKF grant no. 51
Ustanove:
Institut "Ruđer Bošković", Zagreb,
Prirodoslovno-matematički fakultet, Zagreb
Profili:
Branka Salopek-Sondi (autor)
Ines Primožič (autor)
Irena Dokli (autor)
Ana Smolko (autor)
Tomica Hrenar (autor)
Maja Majerić Elenkov (autor)
Citiraj ovu publikaciju:
Časopis indeksira:
- Current Contents Connect (CCC)
- Web of Science Core Collection (WoSCC)
- Science Citation Index Expanded (SCI-EXP)
- SCI-EXP, SSCI i/ili A&HCI
- Scopus
- MEDLINE