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- Title
Simple and efficient preparation of high‐purity trehalulose from the waste syrup of isomaltulose production using solid‐phase extraction followed by hydrophilic interaction chromatography.
- Authors
Fu, Dongmei; Zhang, Xue; Zhang, Hao; Fu, Qing; Jin, Yu; Yan, Jingyu; Li, Xianzhen
- Abstract
A simple and efficient method was developed for the preparation of high‐purity trehalulose from the waste syrup of isomaltulose production. The waste syrup was pre‐treated with C18 solid‐phase extraction, where 98% decolorization and 97% reducing sugar recovery were obtained, followed by hydrophilic interaction liquid chromatography separation on a cysteine‐bonded zwitterionic column. Under optimized conditions, trehalulose was separated from isomaltulose isomer and prepared on a semi‐preparative scale with >99% purity. The structure of the prepared trehalulose was subsequently confirmed by nuclear magnetic resonance, and three tautomers of trehalulose (α‐D‐glucosylpyranosyl‐1,1‐β‐D‐fructopyranose, α‐D‐glucosylpyranosyl‐1,1‐β‐D‐fructofuranose, and α‐D‐glucosylpyranosyl‐1,1‐α‐D‐fructofuranose) were detected and completely characterized by 13C NMR spectroscopy for the first time in this study. The tautomerization of α‐D and β‐D type transition was observed by hydrophilic interaction liquid chromatography on an AdvanceBio Glycan Mapping column, with smaller particle size (2.7 μm). Furthermore, the prepared trehalulose was applied as a standard for trehalulose quantification during the sucrose conversion by Klebsiella sp. LX3. The combination of solid‐phase extraction and hydrophilic interaction liquid chromatography offers a new avenue for the preparation of sugar isomers from complex natural or fermentation products.
- Subjects
HYDROPHILIC interaction liquid chromatography; SOLID phase extraction; SYRUPS; NUCLEAR magnetic resonance; ISOMERS; NUCLEAR magnetic resonance spectroscopy
- Publication
Journal of Separation Science, 2021, Vol 44, Issue 12, p2334
- ISSN
1615-9306
- Publication type
Article
- DOI
10.1002/jssc.202001193