Cupin Variants as Macromolecular Ligand Library for Stereoselective Michael Addition of Nitroalkanes

Autor: Nobutaka Fujieda, Miho Yuasa, Yosuke Nishikawa, Genji Kurisu, Shinobu Itoh, Haruna Ichihashi
Rok vydání: 2019
DOI: 10.26434/chemrxiv.11481834.v1
Popis: Cupin superfamily proteins (TM1459) work as a macromolecular ligand framework with a double-stranded beta-barrel structure ligating to a Cu ion through histidine side chains. Variegating the first coordination sphere of TM1459 revealed that H52A and H54A/H58A mutants effectively catalyzed the diastereo- and enantio-selective Michael addition reaction of nitroalkanes to an α,β-unsaturated ketone. Moreover, in silico substrate docking signified C106N and F104W single-point mutations, which inverted the diastereoselectivity of H52A and further improved the stereoselectivity of H54A/H58A, respectively.
Databáze: OpenAIRE