2-Iminothiolane: a reagent for the introduction of sulphydryl groups into oligosaccharides derived from asparagine-linked glycans |
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| Authors: | Tarentino Anthony L; Phelan AW; Plummer Thomas H Jr |
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| Institution: | Division of Clinical Sciences, Wadsworth Center for Laboratories and Research, New York State Department of Health Albany, NY 12201-0509, USA |
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| Abstract: | A facile method for introducing reactive sulphydryl groups intooligosaccharides was developed. 1-Amino-oligo-saccharides generatedfrom asparagine-linked glycans by peptide-N4(N-acetyl-ß-D-glucosaminyl)asparagine amidase (PNGase F) digestion were monitored by high-performanceanion-exchange chromatography with pulsed amperometric detectionand derivatized under optimal conditions with 2-iminothiolane—HC1.The resulting mercapto-butyramido oligosaccharides, which wereobtained in high yield, were alkylated with a fluorescent reagentand used to selectively assay for endoglycosidases that hydrolysedi-N-acetyl-chitobiose linkages. 1-amino-oligosaccharides fluorescent oligosaccharides 2-iminothiolane mercapto-butyramido oligosaccharides |
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