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

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

Chien-Yuan Kuo 1 , Shwu-Huey Wang 2 , Chunchi Lin 1 , Sylvain Kuo-Shiang Liao 1 , Wei-Ting Hung 1 , Jim-Min Fang 1,3,* email and Wen-Bin Yang 1,* email
1 The Genomics Research Center, Academia Sinica, 128, Academia Road, Section 2, Taipei 115, Taiwan 2 Core Facility Center, Office of Research and Development, Taipei Medical University, 250, Wu-Hsing Street, Taipei 110, Taiwan 3 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; in revised form: 14 June 2012 / Accepted: 14 June 2012 / Published: 15 June 2012
(This article belongs to the Section Natural Products)
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Abstract: 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

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Cite This Article

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.

AMA 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(6):7387-7400.

Chicago/Turabian Style

Kuo, Chien-Yuan; Wang, Shwu-Huey; Lin, Chunchi; Liao, Sylvain Kuo-Shiang; Hung, Wei-Ting; Fang, Jim-Min; Yang, Wen-Bin. 2012. "Application of 2,3-Naphthalenediamine in Labeling Natural Carbohydrates for Capillary Electrophoresis." Molecules 17, no. 6: 7387-7400.

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