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Isolation of sophorose during sophorolipid production and studies of its stability in aqueous alkali: epimerisation of sophorose to 2-O-β-D-glucopyranosyl-D-mannose

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논문

Isolation of sophorose during sophorolipid production and studies of its stability in aqueous alkali: epimerisation of sophorose to 2-O-β-D-glucopyranosyl-D-mannose

학술지

Carbohydrate research

저자명

AL-Jasim, A.; Davis, M.; Cossar, D.; Miller, T.; Humphreys, P.; Laws, A.P.

초록

NMR and anion exchange chromatography analysis of the waste streams generated during the commercial production of sophorolipids by the yeast Candida bombicola identified the presence of small but significant quantities (1% w/v) of free sophorose. Sophorose, a valuable disaccharide, was isolated from the aqueous wastes using a simple extraction procedure and was purified by chromatography on a carbon celite column providing easy access to large quantities of the disaccharide. Experiments were undertaken to identify the origin of sophorose and it is likely that acetylated sophorose derivatives were produced by an enzyme catalysed hydrolysis of the glucosyl-lipid bond of sophorolipids; the acetylated sophorose derivatives then undergo hydrolysis to release the parent disaccharide. Treatment of sophorose with aqueous alkali at elevated temperatures (0.1M NaOH at 50@?<SUP>o</SUP>C) resulted in C2-epimerisation of the terminal reducing sugar and its conversion to the corresponding 2-O-&beta;-d-glucopyranosyl-d-mannose which was isolated and characterised. In aqueous alkaline solution &beta;-(1,2)-linked glycosidic bonds do not undergo either hydrolysis or peeling reactions.

발행연도

2016

발행기관

Elsevier Scientific Pub

ISSN

0008-6215

ISSN

1873-426x

421

페이지

pp.46-54

주제어

Sophorose; Sophorolipids; β-(1,2)-linked disaccharides; 2-O-β-d-glucopyranosyl-d-mannose

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1 2023-12-11

논문; 2016-12-31

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