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Pregled bibliografske jedinice broj: 847074

Azidolysis of epoxides catalysed by the halohydrin dehalogenase from Arthrobacter sp. AD2 and a mutant with enhanced enantioselectivity: an (S)-selective HHDH

Mikleušević, Ana; Primožič, Ines; Hrenar, Tomica; Salopek-Sondi, Branka; Tang, Lixia; Majerić Elenkov, Maja
Azidolysis of epoxides catalysed by the halohydrin dehalogenase from Arthrobacter sp. AD2 and a mutant with enhanced enantioselectivity: an (S)-selective HHDH // Tetrahedron: asymmetry, 27 (2016), 19; 930-935 doi:10.1016/j.tetasy.2016.08.003 (međunarodna recenzija, članak, znanstveni)

CROSBI ID: 847074 Za ispravke kontaktirajte CROSBI podršku putem web obrasca

Naslov
Azidolysis of epoxides catalysed by the halohydrin dehalogenase from Arthrobacter sp. AD2 and a mutant with enhanced enantioselectivity: an (S)-selective HHDH

Autori
Mikleušević, Ana ; Primožič, Ines ; Hrenar, Tomica ; Salopek-Sondi, Branka ; Tang, Lixia ; Majerić Elenkov, Maja

Izvornik
Tetrahedron: asymmetry (0957-4166) 27 (2016), 19; 930-935

Vrsta, podvrsta i kategorija rada
Radovi u časopisima, članak, znanstveni

Ključne riječi
Halohydrin dehalogenase ; azidolysis ; epoxides ; enantioselectivity

Sažetak
Halohydrin dehalogenase from Arthrobacter sp. AD2 catalysed azidolysis of epoxides with high regioselectivity and low to moderate (S)-enantioselectivity (E = 1–16). Mutation of the asparagine 178 to alanine (N178A) showed increased enantioselectivity towards styrene oxide derivatives and glycidyl ethers. Conversion of aromatic epoxides was catalysed by HheA-N178A with complete enantioselectivity, however the regioselectivity was reduced. As a result of the enzyme-catalysed reaction, enantiomerically pure (S)-β-azido alcohols and (R)-α-azido alcohols (ee ⩾ 99%) were obtained.

Izvorni jezik
Engleski

Znanstvena područja
Kemija



POVEZANOST RADA

Projekti:
UKF grant no. 51

Ustanove:
Institut "Ruđer Bošković", Zagreb,
Prirodoslovno-matematički fakultet, Zagreb

Profili:

Avatar Url Branka Salopek-Sondi (autor)

Avatar Url Ana Mikleušević (autor)

Avatar Url Ines Primožič (autor)

Avatar Url Tomica Hrenar (autor)

Avatar Url Maja Majerić Elenkov (autor)

Poveznice na cjeloviti tekst rada:

doi www.sciencedirect.com

Citiraj ovu publikaciju:

Mikleušević, Ana; Primožič, Ines; Hrenar, Tomica; Salopek-Sondi, Branka; Tang, Lixia; Majerić Elenkov, Maja
Azidolysis of epoxides catalysed by the halohydrin dehalogenase from Arthrobacter sp. AD2 and a mutant with enhanced enantioselectivity: an (S)-selective HHDH // Tetrahedron: asymmetry, 27 (2016), 19; 930-935 doi:10.1016/j.tetasy.2016.08.003 (međunarodna recenzija, članak, znanstveni)
Mikleušević, A., Primožič, I., Hrenar, T., Salopek-Sondi, B., Tang, L. & Majerić Elenkov, M. (2016) Azidolysis of epoxides catalysed by the halohydrin dehalogenase from Arthrobacter sp. AD2 and a mutant with enhanced enantioselectivity: an (S)-selective HHDH. Tetrahedron: asymmetry, 27 (19), 930-935 doi:10.1016/j.tetasy.2016.08.003.
@article{article, author = {Mikleu\v{s}evi\'{c}, Ana and Primo\v{z}i\v{c}, Ines and Hrenar, Tomica and Salopek-Sondi, Branka and Tang, Lixia and Majeri\'{c} Elenkov, Maja}, year = {2016}, pages = {930-935}, DOI = {10.1016/j.tetasy.2016.08.003}, keywords = {Halohydrin dehalogenase, azidolysis, epoxides, enantioselectivity}, journal = {Tetrahedron: asymmetry}, doi = {10.1016/j.tetasy.2016.08.003}, volume = {27}, number = {19}, issn = {0957-4166}, title = {Azidolysis of epoxides catalysed by the halohydrin dehalogenase from Arthrobacter sp. AD2 and a mutant with enhanced enantioselectivity: an (S)-selective HHDH}, keyword = {Halohydrin dehalogenase, azidolysis, epoxides, enantioselectivity} }
@article{article, author = {Mikleu\v{s}evi\'{c}, Ana and Primo\v{z}i\v{c}, Ines and Hrenar, Tomica and Salopek-Sondi, Branka and Tang, Lixia and Majeri\'{c} Elenkov, Maja}, year = {2016}, pages = {930-935}, DOI = {10.1016/j.tetasy.2016.08.003}, keywords = {Halohydrin dehalogenase, azidolysis, epoxides, enantioselectivity}, journal = {Tetrahedron: asymmetry}, doi = {10.1016/j.tetasy.2016.08.003}, volume = {27}, number = {19}, issn = {0957-4166}, title = {Azidolysis of epoxides catalysed by the halohydrin dehalogenase from Arthrobacter sp. AD2 and a mutant with enhanced enantioselectivity: an (S)-selective HHDH}, keyword = {Halohydrin dehalogenase, azidolysis, epoxides, enantioselectivity} }

Časopis indeksira:


  • Current Contents Connect (CCC)
  • Web of Science Core Collection (WoSCC)
    • Science Citation Index Expanded (SCI-EXP)
    • Arts & Humanities Citation Index (A&HCI)
    • SCI-EXP, SSCI i/ili A&HCI
  • Scopus

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