Chromatographic Separation of Oligosaccharide Mixtures Labeled with a Multifunctional Tag

Document Type

Poster

Department

Chemistry

Conference Title

Annual Conference of the Society for Glycobiology

Organization

Society for Glycobiology

Location

Honolulu, HI

Conference Dates

November 17-20, 2004

Date of Presentation

11-17-2004

Abstract

New multifunctional tags for labeling carbohydrates by reductive amination were synthesized. The tags combine UV-activity, bioaffinity, and the possibility for quaternization. The structural identity of the tags was confirmed by NMR spectroscopy, by MALDI-TOF, and by ESI mass spectrometry. Several mixtures of monosaccharides and oligosaccharides labeled with the new multifunctional tag were separated by HPLC on porous graphitized carbon (PGC) and C18 media with acetonitrile/water/TFA gradients. The efficiency of separation was verified by off-line MALDI-TOF mass spectrometry. The linear oligosaccharide maltotriose and the human milk sugars LNFP 2 and LNDFH 2 were labeled as standards with and without deuterium coding. H/D mixtures of known compositions were analyzed for relative abundance by isotope patterns in MALDI-TOF mass spectrometry. Good agreement between predicted and observed values was observed.

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