Abstract
Alkyl glucosides were synthesized by the reaction of Leuconostoc mesenteroides dextransucrase with sucrose and various alcohols. Alkyl α-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 α-d-glucoside with 0.9 M 1-butanol. The acceptor products of methanol or ethanol were confirmed as methyl α-d-glucopyranoside and ethyl α-d-glucopyranoside via MALDI-TOF MS and NMR analysis. Thus, methyl or ethyl α-d-glucoside constituted half the emulsification activities of Triton X-100 as commercially available surfactants.
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Acknowledgments
This work was supported by grants from the 21C Frontier Microbial Genomics and the Applications Center Program, Ministry of Science and Technology, Republic of Korea. We are also thankful to Korea Basic Science Institute Gwang-Ju Branch for the NMR analyses.
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Young-Min Kim and Byung-Hoon Kim contributed equally to this work.
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Kim, YM., Kim, BH., Ahn, JS. et al. Enzymatic synthesis of alkyl glucosides using Leuconostoc mesenteroides dextransucrase. Biotechnol Lett 31, 1433–1438 (2009). https://doi.org/10.1007/s10529-009-0015-4
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DOI: https://doi.org/10.1007/s10529-009-0015-4