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Enzyme-catalyzed synthesis of alkyl-β-glucosides in a water-alcohol two-phase system

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dc.contributor.author Papanikolaou, S en
dc.date.accessioned 2014-06-06T06:44:38Z
dc.date.available 2014-06-06T06:44:38Z
dc.date.issued 2001 en
dc.identifier.issn 09608524 en
dc.identifier.uri http://dx.doi.org/10.1016/S0960-8524(00)00153-X en
dc.identifier.uri http://62.217.125.90/xmlui/handle/123456789/1990
dc.subject β-glycosidase en
dc.subject Alkyl-glucosides en
dc.subject Enzymic alkylation en
dc.subject.other Alcohols en
dc.subject.other Bioreactors en
dc.subject.other Enzyme kinetics en
dc.subject.other Glucose en
dc.subject.other Solubility en
dc.subject.other Synthesis (chemical) en
dc.subject.other Water en
dc.subject.other Glucosides en
dc.subject.other Water-immiscible alcohols en
dc.subject.other Biotechnology en
dc.subject.other alcohol en
dc.subject.other alkyl group en
dc.subject.other glucoside en
dc.subject.other water en
dc.subject.other alkylation en
dc.subject.other article en
dc.subject.other controlled study en
dc.subject.other drug synthesis en
dc.subject.other glycosylation en
dc.subject.other methodology en
dc.subject.other nonhuman en
dc.subject.other priority journal en
dc.subject.other temperature en
dc.subject.other Alcohols en
dc.subject.other Alkylation en
dc.subject.other Catalysis en
dc.subject.other Enzymes, Immobilized en
dc.subject.other Glucose en
dc.subject.other Glucosides en
dc.subject.other Glycoside Hydrolases en
dc.subject.other Hexanols en
dc.subject.other Lactose en
dc.subject.other Octanols en
dc.subject.other Water en
dc.title Enzyme-catalyzed synthesis of alkyl-β-glucosides in a water-alcohol two-phase system en
heal.type journalArticle en
heal.identifier.primary 10.1016/S0960-8524(00)00153-X en
heal.publicationDate 2001 en
heal.abstract The enzymic synthesis of alkyl-β-glucosides by water-immiscible alcohols was studied in stirred flasks as well as in a tubular enzymatic reactor. In the first case, direct alkylation of β-D-glucose from hexanol using immobilized β-glycosidase gave a higher conversion yield and final product concentration than that using the enzyme in its free state (yield 10 against 8% mol/mol, concentration 2 against 1.6 g/l). Direct glycosylation of β-D-glucose from hexanol resulted in a higher reaction performance (yield 10%) than that from octanol (yield 5%). However, the two different incubation temperatures tested (37°C and 50°C), showed no significant differences concerning final product concentrations. The more interesting results were obtained by transglycosylation of methyl-1-β-glucose from hexanol, with a conversion yield of 21% mol/mol (product amount 4 g/l). However, the transgalactosylation of lactose from hexanol, catalyzed by a fungal β-galactosidase, showed only a feeble reactivity. The feasibility of enzymic alkylation was also tested in a tubular enzymatic reactor; hexyl-1-β-glucoside was produced via direct glycosylation from hexanol catalyzed by free β-glycosidase with a final concentration 1.3-2.3 g/l and a yield varying between 11% and 20% mol/mol. Copyright © 2001 Elsevier Science Ltd.The enzymic synthesis of alkyl-β-glucosides by water-immiscible alcohols was studied in stirred flasks as well as in a tubular enzymatic reactor. In the first case, direct alkylation of β-d-glucose from hexanol using immobilized β-glycosidase gave a higher conversion yield and final product concentration than that using the enzyme in its free state (yield 10 against 8% mol/mol, concentration 2 against 1.6 g/l). Direct glycosylation of β-D-glucose from hexanol resulted in a higher reaction performance (yield 10%) than that from octanol (yield 5%). However, the two different incubation temperatures tested (37 °C and 50 °C), showed no significant differences concerning final product concentrations. The more interesting results were obtained by transglycosylation of methyl-1-β-glucose from hexanol, with a conversion yield of 21% mol/mol (product amount 4 g/l). However, the transgalactosylation of lactose from hexanol, catalyzed by a fungal β-galactosidase, showed only a feeble reactivity. The feasibility of enzymic alkylation was also tested in a tubular enzymatic reactor; hexyl-1-β-glucoside was produced via direct glycosylation from hexanol catalyzed by free β-glycosidase with a final concentration 1.3-2.3 g/l and a yield varying between 11% and 20% mol/mol. en
heal.publisher Elsevier Science Ltd, Exeter, United Kingdom en
heal.journalName Bioresource Technology en
dc.identifier.issue 2 en
dc.identifier.volume 77 en
dc.identifier.doi 10.1016/S0960-8524(00)00153-X en
dc.identifier.spage 157 en
dc.identifier.epage 161 en


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