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Pregled bibliografske jedinice broj: 259429

Highly enantioselective ring-opening of epoxides catalysed by halohydrin dehalogenases


Majerić Elenkov, Maja; Tang, Lixia; Houer, Bernhard; Janssen Dick. B
Highly enantioselective ring-opening of epoxides catalysed by halohydrin dehalogenases // Book of abstracts, ICOS-16, Meksiko
Merida, Meksiko, 2006. (poster, nije recenziran, sažetak, znanstveni)


CROSBI ID: 259429 Za ispravke kontaktirajte CROSBI podršku putem web obrasca

Naslov
Highly enantioselective ring-opening of epoxides catalysed by halohydrin dehalogenases

Autori
Majerić Elenkov, Maja ; Tang, Lixia ; Houer, Bernhard ; Janssen Dick. B

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

Izvornik
Book of abstracts, ICOS-16, Meksiko / - , 2006

Skup
16th International conference on organic synthesis (ICOS-16)

Mjesto i datum
Merida, Meksiko, 11-15. 06. 2006

Vrsta sudjelovanja
Poster

Vrsta recenzije
Nije recenziran

Ključne riječi
epoxide; kinetic resolution; tertiary alcohols; halohydrin dehalogenase

Sažetak
Halohydrin dehalogenase catalyses the ring-closure of halohydrins, as well as the ring-opening of epoxides with both halide and non-natural ionic nucleophiles, such as cyanide, azide and nitrite. What makes this enzyme attractive for synthetic purposes is the fact that ring opening reactions are irreversible and highly b-regioselective. Moreover, reactions can proceed with high enantioselectivity with a wide variety of synthetic substrates. 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 enantioselectivity toward monosubstituted epoxides varies from moderate to high (E = 2-106), while resolution of 2, 2-disubstituted epoxides proceeds with excellent enantioselectivity (E ~ 200). This allows preparation of optically pure tertiary alcohols under mild conditions (room temperature and aqueous medium).

Izvorni jezik
Engleski

Znanstvena područja
Kemija



POVEZANOST RADA


Projekti:
0098050

Ustanove:
Institut "Ruđer Bošković", Zagreb

Profili:

Avatar Url Maja Majerić-Elenkov (autor)


Citiraj ovu publikaciju:

Majerić Elenkov, Maja; Tang, Lixia; Houer, Bernhard; Janssen Dick. B
Highly enantioselective ring-opening of epoxides catalysed by halohydrin dehalogenases // Book of abstracts, ICOS-16, Meksiko
Merida, Meksiko, 2006. (poster, nije recenziran, sažetak, znanstveni)
Majerić Elenkov, M., Tang, L., Houer, B. & Janssen Dick. B (2006) Highly enantioselective ring-opening of epoxides catalysed by halohydrin dehalogenases. U: Book of abstracts, ICOS-16, Meksiko.
@article{article, year = {2006}, keywords = {epoxide, kinetic resolution, tertiary alcohols, halohydrin dehalogenase}, title = {Highly enantioselective ring-opening of epoxides catalysed by halohydrin dehalogenases}, keyword = {epoxide, kinetic resolution, tertiary alcohols, halohydrin dehalogenase}, publisherplace = {Merida, Meksiko} }
@article{article, year = {2006}, keywords = {epoxide, kinetic resolution, tertiary alcohols, halohydrin dehalogenase}, title = {Highly enantioselective ring-opening of epoxides catalysed by halohydrin dehalogenases}, keyword = {epoxide, kinetic resolution, tertiary alcohols, halohydrin dehalogenase}, publisherplace = {Merida, Meksiko} }




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