| Crosbi ID | 924139 |
| Year | 2026 |
| Status | Objavljeno |
| Type | prilog u časopisu |
| Subtype | izvorni znanstveni rad |
| Authors | Kolman, Robert Junior; Milčić, Nevena; Leščić Ašler, Ivana; Štefanić, Zoran; Švaco, Petra; Stepanić, Višnja; Brkljača, Zlatko; Dokli, Irena; Findrik Blažević, Zvjezdana; Majerić Elenkov, Maja |
| Journal | Tetrahedron letters |
| Volume | 178 |
| Pages | 155982, 6 |
| DOI | 10.1016/j.tetlet.2026.155982 |
| ISSN | 0040-4039 |
| EISSN | 1873-3581 |
en original Biocatalytic synthesis of fluorine-containing chiral azido compounds in a two-phase system
Halohydrin dehalogenases (HHDHs) offer a biocatalytic route to chiral azido alcohols and epoxides. In previous work, we reported an (R)-enantioselective azidolysis of fluorinated aromatic epoxides by HheC from Agrobacterium radiobacter AD1. Herein, we employed the HheA2-N178A variant, displaying high (S)-enantioselectivity, for the synthesis of a wide range of fluoroaromatic azido alcohols. Initially, we assayed 14 fluorinated styrene oxide derivatives and found high enantioselectivity in reactions (E up to 200), regardless of the substituent position. Biotransformations upscaled to 100 mM substrate concentration were carried out in a two-phase system, and the products were isolated in excellent enantiomeric purity (93 – >99% ee). Additionally, the structure of HheA2-N178A enzyme was determined.
en original Biocatalysis; Halohydrin dehalogenase; Azido alcohol; Epoxide; Two-phase system
Kolman, Robert Junior; Milčić, Nevena; Leščić Ašler, Ivana; Štefanić, Zoran; Švaco, Petra; Stepanić, Višnja; Brkljača, Zlatko; Dokli, Irena; Findrik Blažević, Zvjezdana; Majerić Elenkov, Maja Biocatalytic synthesis of fluorine-containing chiral azido compounds in a two-phase system // Tetrahedron letters, 178 (2026), 155982, 6. doi: 10.1016/j.tetlet.2026.155982
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