Enhancement of the selective enzymatic biotransformation of rutin to isoquercitrin using an ionic liquid as a co-solvent

Elsevier BV - Tập 128 - Trang 156-163 - 2013
Jun Wang1, Guo-Xia Sun1, Liang Yu2,3, Fu‐An Wu1,3, Xijie Guo1,3
1School of Biology and Chemical Engineering, Jiangsu University of Science and Technology, Zhenjiang 212018, PR China
2Department of Biological Systems Engineering, Washington State University, Pullman, WA 99164, USA.
3Sericultural Research Institute, Chinese Academy of Agricultural Sciences, Zhenjiang 212018, PR China

Tóm tắt

Từ khóa


Tài liệu tham khảo

Anderson, 2002, Characterizing ionic liquids on the basis of multiple solvation interactions, J. Am. Chem. Soc., 124, 14247, 10.1021/ja028156h

Emura, 2010, Health maintenance function of enzymatically modified isoquercitrin, Foods Food Ingredients J. Jpn., 215, 119

Fu, 2011, Optimization of processing conditions for the pretreatment of wheat straw using aqueous ionic liquid, Bioresour. Technol., 102, 8003, 10.1016/j.biortech.2011.06.023

Gasparotto, 2012, Mechanisms underlying the diuretic effects of Tropaeolum majus L. extracts and its main component isoquercitrin, J. Ethnopharmacol., 141, 501, 10.1016/j.jep.2012.03.018

Gerstorferová, 2012, Recombinant α-l-rhamnosidase from Aspergillus terreus in selective trimming of rutin, Process Biochem., 47, 828, 10.1016/j.procbio.2012.02.014

Guo, 2007, Predictions of flavonoid solubility in ionic liquids by COSMO-RS: experimental verification, structural elucidation, and solvation characterization, Green Chem., 9, 1362, 10.1039/b709786g

Katayanagi, 2004, Mixing schemes in ionic liquid–H2O systems: a thermodynamic study, J. Phys. Chem. B, 108, 19451, 10.1021/jp0477607

Lou, 2006, Efficient enantioselective hydrolysis of d,l-phenylglycine methyl ester catalyzed by immobilized Candida antarctica lipase B in ionic liquid containing systems, J. Biotechnol., 125, 64, 10.1016/j.jbiotec.2006.01.017

Lue, 2010, Effect of room temperature ionic liquid structure on the enzymatic acylation of flavonoids, Process Biochem., 45, 1375, 10.1016/j.procbio.2010.05.024

Madeira Lau, 2004, Dissolution of Candida antarctica lipase B in ionic liquids: effects on structure and activity, Green Chem., 6, 483, 10.1039/b405693k

Makino, 2009, Enzymatically modified isoquercitrin, α-oligoglucosyl quercetin 3-O-glucoside, is absorbed more easily than other quercetin glycosides or aglycone after oral administration in rats, Biol. Pharm. Bull., 32, 2034, 10.1248/bpb.32.2034

Masuoka, 2012, Characterisation of the antioxidant activity of flavonoids, Food Chem., 131, 541, 10.1016/j.foodchem.2011.09.020

Nielsen, 2006, Bioavailability is improved by enzymatic modification of the citrus flavonoid hesperidin in humans: a randomized, double-blind, crossover trial, J. Nutr., 136, 404, 10.1093/jn/136.2.404

Rajal, 2009, Production, partial purification and characterization of α-l-rhamnosidase from Penicillium ulaiense, World J. Microb. Biot., 25, 1025, 10.1007/s11274-009-9979-4

Ribeiro, 2011, Naringinases: occurrence, characteristics, and applications, Appl. Microbiol. Biotechnol., 90, 1883, 10.1007/s00253-011-3176-8

Schmandke, 2010, Enzymatically modified isoquercitrin preparation (EMIQ), used as a water-soluble antioxidant in the food industry, Ernaehrung, 34, 65

Seduraman, 2012, Extraction of tryptophan with ionic liquids studied with molecular dynamics simulations, J. Phys. Chem. B, 116, 296, 10.1021/jp206748z

Shan, 2010, A novel temperature-controlled ionic liquid as the medium for phenylethyl acetate synthesis catalyzed by lipase, Chin. J. Catal., 31, 289, 10.1016/S1872-2067(09)60051-6

Shimada, 2010, Antioxidant enzymatically modified isoquercitrin suppresses the development of liver preneoplastic lesions in rats induced by β-naphthoflavone, Toxicology, 268, 213, 10.1016/j.tox.2009.12.019

Tamayo-Ramos, 2012, l-Rhamnose induction of Aspergillus nidulans alpha-l-rhamnosidase genes is glucose repressed via a CreA-independent mechanism acting at the level of inducer uptake, Microb. Cell Fact., 11, 26, 10.1186/1475-2859-11-26

Tokuda, 2004, Physicochemical properties and structures of room temperature ionic liquids. 1. Variation of anionic species, J. Phys. Chem. B, 108, 16593, 10.1021/jp047480r

Vacek, 2012, Biotransformation of flavonols and taxifolin in hepatocyte in vitro systems as determined by liquid chromatography with various stationary phases and electrospray ionization-quadrupole time-of-flight mass spectrometry, J. Chromatogr. B, 899, 109, 10.1016/j.jchromb.2012.05.009

van Rantwijk, 2007, Biocatalysis in ionic liquids, Chem. Rev., 107, 2757, 10.1021/cr050946x

Wang, 2011, A comparison of acidic and enzymatic hydrolysis of rutin, Afr. J. Biotechnol., 10, 1460

Wang, 2012, Selective hydrolysis by commercially available hesperidinase for isoquercitrin production, J. Mol. Catal. B – Enzym., 81, 37, 10.1016/j.molcatb.2012.05.005

Wang, 2012, Directionally enzymatic hydrolysis of rutin for biosynthesis of quercetin, J. Med. Plants Res., 6, 1130

Weignerová, 2012, Preparatory production of quercetin-3-β-d-glucopyranoside using alkali-tolerant thermostable α-l-rhamnosidase from Aspergillus terreus, Bioresour. Technol., 115, 222, 10.1016/j.biortech.2011.08.029

Yang, 2012, Using ionic liquid cosolvents to improve enzymatic synthesis of arylalkyl-β-d-glucopyranosides, J. Mol. Catal. B – Enzym., 74, 24, 10.1016/j.molcatb.2011.08.009

You, 2010, Transformation of rutin to antiproliferative quercetin-3-glucoside by Aspergillus niger, J. Agric. Food Chem., 58, 10886, 10.1021/jf102871g

Zhang, 2008, Optimization of lipase-catalyzed enantioselective esterification of (±)-menthol in ionic liquid, Food Chem., 109, 72, 10.1016/j.foodchem.2007.12.020