Journal article
Reversal of tyrosinamide-oligosaccharide derivatization by Edman degradation
Analytical biochemistry, Vol.222(1), pp.243-250
10/1994
DOI: 10.1006/abio.1994.1480
PMID: 7856856
Abstract
In a previous report (Tamura, T., Wadhwa, M.S., and Rice, K.G. (1994) Anal. Biochem. 216, 335-344) we described the derivatization of N-linked oligosaccharides with Boc-tyrosine resulting in the formation of tyrosinamide-oligosaccharides. Attachment of Boc-tyrosine to the reducing-end of an oligosaccharide through a glycosylamide linkage provides a hydrophobic chromophore that facilitates the purification of individual N-linked oligosaccharides derived from glycoproteins on preparative reverse-phase HPLC. In the present report we extend the utility of tyrosinamide-oligosaccharides by demonstrating two additional attributes of these glycoconjugates. Edman degradation was used to reverse both sialyl and asialyl tyrosinamide-oligosaccharide derivatives resulting in the formation of reducing oligosaccharides. These can be used as analytical standards for chromatography or can be further derivatized with other probes that react with the reducing-end of an oligosaccharide. Second, we report that the fluorescence of tyrosinamide-oligosaccharides allows their sensitive detection (5 pmol) on HPLC. These two attributes expand the versatility of tyrosinamide-oligosaccharides as glycoconjugates suitable for both analytical and biological studies.
Details
- Title: Subtitle
- Reversal of tyrosinamide-oligosaccharide derivatization by Edman degradation
- Creators
- Tamara McBroom - Division of Pharmaceutics and Pharmaceutical Chemistry, College of Pharmacy, Ohio State University, Columbus 54321Hilary J StubbsManpreet S WadhwaV. Hayden ThomasKevin G Rice
- Resource Type
- Journal article
- Publication Details
- Analytical biochemistry, Vol.222(1), pp.243-250
- DOI
- 10.1006/abio.1994.1480
- PMID
- 7856856
- NLM abbreviation
- Anal Biochem
- ISSN
- 0003-2697
- eISSN
- 1096-0309
- Publisher
- United States
- Grant note
- DK45742 / NIDDK NIH HHS GM48048 / NIGMS NIH HHS
- Language
- English
- Date published
- 10/1994
- Academic Unit
- Pharmaceutical Sciences and Experimental Therapeutics; Craniofacial Anomalies Research Center; Medicinal and Natural Products Chemistry
- Record Identifier
- 9984065314102771
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