Enzymatic synthesis of alkyl glucosides using Leuconostoc mesenteroides dextransucrase.
Alkyl glucosides were synthesized by the reaction of Leuconostoc mesenteroides dextransucrase with sucrose and various alcohols. Alkyl alpha-D-glucosides were obtained with a yield of 30% (mol/mol) with primary alcohols, but secondary alcohols or tertiary alcohols gave yields below 5%. The optimal yield was 50% using 1-butyl alpha-D-glucoside with 0.9 M 1-butanol. The acceptor products of methanol or ethanol were confirmed as methyl alpha-D-glucopyranoside and ethyl alpha-D: -glucopyranoside via MALDI-TOF MS and NMR analysis. Thus, methyl or ethyl alpha-D-glucoside constituted half the emulsification activities of Triton X-100 as commercially available surfactants.
Kim
Young-Min
YM
School of Biological Sciences and Technology, Chonnam National University, Gwangju 500-757, South Korea.
Kim
Byung-Hoon
BH
Ahn
Joon-Seob
JS
Kim
Go-Eun
GE
Jin
Sheng-De
SD
Nguyen
Thanh-Hanh
TH
Kim
Doman
D
D000438:Alcohols / Q000378:metabolism; D001426:Bacterial Proteins / Q000378:metabolism*; D005960:Glucosides / Q000378:metabolism*; D005964:Glucosyltransferases / Q000378:metabolism*; D007934:Leuconostoc / Q000201:enzymology*; D008757:Methylglucosides / Q000378:metabolism; D019032:Spectrometry, Mass, Matrix-Assisted Laser Desorption-Ionization; D013395:Sucrose / Q000378:metabolism
D000438:Alcohols; D001426:Bacterial Proteins; D005960:Glucosides; D008757:Methylglucosides; D013395:Sucrose; C108400:ethyl glucoside; D005964:Glucosyltransferases; C020025:dextransucrase