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Molecules 2012, 17(6), 7387-7400; doi:10.3390/molecules17067387

Application of 2,3-Naphthalenediamine in Labeling Natural Carbohydrates for Capillary Electrophoresis

The Genomics Research Center, Academia Sinica, 128, Academia Road, Section 2, Taipei 115, Taiwan
Core Facility Center, Office of Research and Development, Taipei Medical University, 250, Wu-Hsing Street, Taipei 110, Taiwan
Department of Chemistry, National Taiwan University, No. 1, Roosevelt Road, Section 4, Taipei 106, Taiwan
Authors to whom correspondence should be addressed.
Received: 1 June 2012 / Revised: 14 June 2012 / Accepted: 14 June 2012 / Published: 15 June 2012
(This article belongs to the Section Natural Products)
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Neutral and acidic monosaccharide components in Ganoderma lucidum polysaccharide are readily labeled with 2,3-naphthalenediamine, and the resulting saccharide-naphthimidazole (NAIM) derivatives are quantified by capillary electrophoresis (CE) in borate buffer. Using sulfated-α-cyclodextrin as the chiral selector, enantiomers of monosaccharide-NAIMs are resolved on CE in phosphate buffer, allowing a simultaneous determination of the absolute configuration and sugar composition in the mucilage polysaccharide of a medicinal herb Dendrobium huoshanense. Together with the specific enzymatic reactions of various glycoside hydrolases on the NAIM derivatives of glycans, the structures of natural glycans can be deduced from the digestion products identified by CE analysis. Though heparin dissachrides could be successfully derived with the NAIM-labeling method, the heparin derivatives with the same degree of sulfation could not be separated by CE.
Keywords: capillary electrophoresis; 2,3-naphthalenediamine; medicinal saccharides; enantioseparation; glucanases capillary electrophoresis; 2,3-naphthalenediamine; medicinal saccharides; enantioseparation; glucanases
This is an open access article distributed under the Creative Commons Attribution License (CC BY 3.0).

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MDPI and ACS Style

Kuo, C.-Y.; Wang, S.-H.; Lin, C.; Liao, S.-S.; Hung, W.-T.; Fang, J.-M.; Yang, W.-B. Application of 2,3-Naphthalenediamine in Labeling Natural Carbohydrates for Capillary Electrophoresis. Molecules 2012, 17, 7387-7400.

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