A Sustainable One‐Pot, Two‐Enzyme Synthesis of Naturally Occurring Arylalkyl Glucosides
| Autor: | Vladimír Křen, Walter Panzeri, Ivan Bassanini, Daniela Monti, Jana Krejzová, Sergio Riva |
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| Rok vydání: | 2017 |
| Předmět: |
0301 basic medicine
Green chemistry Glycosylation Glycoside Hydrolases natural products Rutin General Chemical Engineering Flavonoid enzyme catalysis 01 natural sciences Enzyme catalysis 03 medical and health sciences chemistry.chemical_compound Glucosides Environmental Chemistry Organic chemistry General Materials Science Glycosyl donor chemistry.chemical_classification green chemistry 010405 organic chemistry fungi Green Chemistry Technology 0104 chemical sciences carbohydrates (lipids) 030104 developmental biology General Energy chemistry Alcohols Yield (chemistry) synthetic methods Biocatalysis Aspergillus niger Coniferyl alcohol |
| Zdroj: | ChemSusChem (Weinh., Internet) 10 (2017): 2040–2045. doi:10.1002/cssc.201700136 info:cnr-pdr/source/autori:Bassanini I.; Krejzova J.; Panzeri W.; Monti D.; Kren V.; Riva S./titolo:A Sustainable One-Pot, Two-Enzyme Synthesis of Naturally Occurring Arylalkyl Glucosides/doi:10.1002%2Fcssc.201700136/rivista:ChemSusChem (Weinh., Internet)/anno:2017/pagina_da:2040/pagina_a:2045/intervallo_pagine:2040–2045/volume:10 |
| ISSN: | 1864-564X 1864-5631 |
| DOI: | 10.1002/cssc.201700136 |
| Popis: | A 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. |
| Databáze: | OpenAIRE |
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