Naslov
Enzyme catalysed ring opening of epoxides

Autori
Majerić Elenkov, Maja ; Janssen B. Dick

Vrsta, podvrsta i kategorija rada
Sažeci sa skupova, sažetak, znanstveni

Izvornik
Book of abstracts, NCCC, Nizozemska, 2006 / - , 2006

Skup
7th Netherlands Catalysis and Chemistry Conference

Mjesto i datum
Noordwijkerhout, Nizozemska, 06.03.2006. - 08.03.2006

Vrsta sudjelovanja
Predavanje

Vrsta recenzije
Nije recenziran

Ključne riječi
halohydrin dehalogenase; epoxides; kinetic resolution; nucleophile

Sažetak
Halohydrin dehalogenase catalyse ring opening of epoxide with remarkably wide range of non-natural ionic nucleophiles, such as cyanide, azide and nitrite. The natural role of these enzymes is reversible dehalogenation of vicinal haloalcohols. What makes Hhe attractive for synthetic purposes is the fact that ring opening reactions are irreversible and highly b-regioselective. Morover, reactions can proceed with high enantioselectivity with a wide variety of synthetic substrates. Although not yet commercially available, these enzymes are highly promising biocatalytic tools for the synthesis of optically pure b-substituted alcohols. In our screening among wild-type halohydrin dehalogenases, we have identified enzyme from Agrobacterium radiobacter as the most enantioselective in the cyanide-mediated ring opening reaction of epoxides. The present work reports examples of highly enantioselective production of b-hydroxynitriles and b-azidoalcohols.

Izvorni jezik
Engleski

Znanstvena područja
Kemija

POVEZANOST RADA