A Sustainable One-Pot, Two-Enzyme Synthesis of Naturally Occurring Arylalkyl Glucosides

0474939 - MBÚ 2018 RIV DE eng J - Článek v odborném periodiku
Bassanini, I. - Krejzová, Jana - Panzeri, W. - Monti, D. - Křen, Vladimír - Riva, S.
A Sustainable One-Pot, Two-Enzyme Synthesis of Naturally Occurring Arylalkyl Glucosides.
ChemSusChem. Roč. 10, č. 9 (2017), s. 2040-2045. ISSN 1864-5631. E-ISSN 1864-564X
Grant CEP: GA MŠMT(CZ) LD15085
Institucionální podpora: RVO:61388971
Klíčová slova: enzyme catalysis * glycosylation * green chemistry
Obor OECD: Biochemistry and molecular biology
Impakt faktor: 7.411, rok: 2017

sustainable, convenient, scalable, one-pot, two-enzyme method for the glucosylation of arylalkyl alcohols was developed. The reaction scheme is based on a transrutinosylation catalyzed by a rutinosidase from A.niger using the cheap commercially available natural flavonoid rutin as glycosyl donor, followed by selective trimming of the rutinoside unit catalyzed by a rhamnosidase from A.terreus. The process was validated with the syntheses of several natural bioactive glucosides, which could be isolated in up to 75% yield without silica-gel chromatography.
Trvalý link: http://hdl.handle.net/11104/0271836