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Pregled bibliografske jedinice broj: 758649

Oxazolidinone Synthesis through Halohydrin Dehalogenase-Catalyzed Dynamic Kinetic Resolution

Mikleušević, Ana; Hameršak, Zdenko; Salopek-Sondi, Branka; Tang, Lixia; Janssen, Dick B.; Majerić Elenkov, Maja
Oxazolidinone Synthesis through Halohydrin Dehalogenase-Catalyzed Dynamic Kinetic Resolution // Advanced synthesis & catalysis, 357 (2015), 8; 1709-1714 doi:10.1002/adsc.201500111 (međunarodna recenzija, članak, znanstveni)

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Naslov
Oxazolidinone Synthesis through Halohydrin Dehalogenase-Catalyzed Dynamic Kinetic Resolution

Autori
Mikleušević, Ana ; Hameršak, Zdenko ; Salopek-Sondi, Branka ; Tang, Lixia ; Janssen, Dick B. ; Majerić Elenkov, Maja

Izvornik
Advanced synthesis & catalysis (1615-4150) 357 (2015), 8; 1709-1714

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

Ključne riječi
Cyanate; Dynamic kinetic resolution; Enzyme catalysis; Epoxides; Halohydrin dehalogenase; Oxazolidinones

Sažetak
An efficient dynamic kinetic resolution protocol using a single enzyme is described. Both the kinetic resolution and substrate racemization are catalyzed by halohydrin dehalogenase from Agrobacterium radiobacter AD1 (HheC). The HheC-catalyzed reaction of epibromohydrin and 2-bromomethyl-2-methyl-oxirane with sodium cyanate afforded 5-substituted 2-oxazolidinones in high yields (97% and 87%) and high optical purity (89% and >99% ee) in the presence of catalytic amounts of bromide ion. These compounds are valuable building blocks with diverse synthetic applications.

Izvorni jezik
Engleski

Znanstvena područja
Kemija

Napomena
S.I.: Biocatalysis.



POVEZANOST RADA

Projekti:
098-0982933-2908 - Kiralni građevni blokovi za biološki aktivne molekule. Sinteza i reaktivnost (Hameršak, Zdenko, MZOS ) ( CroRIS)

Ustanove:
Institut "Ruđer Bošković", Zagreb

Profili:

Avatar Url Zdenko Hameršak (autor)

Avatar Url Branka Salopek-Sondi (autor)

Avatar Url Ana Mikleušević (autor)

Avatar Url Maja Majerić Elenkov (autor)

Poveznice na cjeloviti tekst rada:

doi onlinelibrary.wiley.com

Citiraj ovu publikaciju:

Mikleušević, Ana; Hameršak, Zdenko; Salopek-Sondi, Branka; Tang, Lixia; Janssen, Dick B.; Majerić Elenkov, Maja
Oxazolidinone Synthesis through Halohydrin Dehalogenase-Catalyzed Dynamic Kinetic Resolution // Advanced synthesis & catalysis, 357 (2015), 8; 1709-1714 doi:10.1002/adsc.201500111 (međunarodna recenzija, članak, znanstveni)
Mikleušević, A., Hameršak, Z., Salopek-Sondi, B., Tang, L., Janssen, D. & Majerić Elenkov, M. (2015) Oxazolidinone Synthesis through Halohydrin Dehalogenase-Catalyzed Dynamic Kinetic Resolution. Advanced synthesis & catalysis, 357 (8), 1709-1714 doi:10.1002/adsc.201500111.
@article{article, author = {Mikleu\v{s}evi\'{c}, Ana and Hamer\v{s}ak, Zdenko and Salopek-Sondi, Branka and Tang, Lixia and Janssen, Dick B. and Majeri\'{c} Elenkov, Maja}, year = {2015}, pages = {1709-1714}, DOI = {10.1002/adsc.201500111}, keywords = {Cyanate, Dynamic kinetic resolution, Enzyme catalysis, Epoxides, Halohydrin dehalogenase, Oxazolidinones}, journal = {Advanced synthesis and catalysis}, doi = {10.1002/adsc.201500111}, volume = {357}, number = {8}, issn = {1615-4150}, title = {Oxazolidinone Synthesis through Halohydrin Dehalogenase-Catalyzed Dynamic Kinetic Resolution}, keyword = {Cyanate, Dynamic kinetic resolution, Enzyme catalysis, Epoxides, Halohydrin dehalogenase, Oxazolidinones} }
@article{article, author = {Mikleu\v{s}evi\'{c}, Ana and Hamer\v{s}ak, Zdenko and Salopek-Sondi, Branka and Tang, Lixia and Janssen, Dick B. and Majeri\'{c} Elenkov, Maja}, year = {2015}, pages = {1709-1714}, DOI = {10.1002/adsc.201500111}, keywords = {Cyanate, Dynamic kinetic resolution, Enzyme catalysis, Epoxides, Halohydrin dehalogenase, Oxazolidinones}, journal = {Advanced synthesis and catalysis}, doi = {10.1002/adsc.201500111}, volume = {357}, number = {8}, issn = {1615-4150}, title = {Oxazolidinone Synthesis through Halohydrin Dehalogenase-Catalyzed Dynamic Kinetic Resolution}, keyword = {Cyanate, Dynamic kinetic resolution, Enzyme catalysis, Epoxides, Halohydrin dehalogenase, Oxazolidinones} }

Časopis indeksira:


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

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