Process for producing sugar chain derivative, structure analysis method, and sugar chain derivative
AssigneeOtsuka Chemical Co., Ltd.
InventorsKazuaki Kakehi, Mitsuhiro Kinoshita, Yuki Matsuno
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Abstract
A process for preparing an oligosaccharide derivative from an oligosaccharide mixture, the process being characterized in that the process comprises the steps of (a) introducing a lipophilic group into oligosaccharides of the mixture to obtain a mixture of oligosaccharide derivatives, and (b) treating the oligosaccharide derivative mixture by serotonin affinity column chromatography.
Claims15
A process for preparing an oligosaccharide derivative of the formulae (1), (3) to (6) from an oligosaccharide mixture, the process being characterized in that the process comprises the steps of (a) introducing a lipophilic group into oligosaccharides of the mixture to obtain a mixture of oligosaccharide derivatives, and (b) treating the oligosaccharide derivative mixture by serotonin affinity column chromatography
- wherein R1 is 2-carboxyphenyl. 3-carboxyphenyl, 4-carboxyphenyl, p-ethoxycarbonylphenyl or 2-pyridyl, R2 is hydroxyl, the group -Asn or the group -Asn-R3 wherein Asn is an asparagine group, R3 is a carbamate-type or amide-type protective group, and Ac is acetyl.
A method of analyzing the structure of an oligosaccharide derived from cancer cells in an oligosaccharide mixture derived from cancer cells, the process being characterized in that the process comprises the steps of (a) introducing a lipophilic group into oligosaccharides of the mixture derived from cancer cells to obtain a mixture of oligosaccharide derivatives, (b) treating the oligosaccharide derivative mixture by serotonin affinity column chromatography, and (c) treating the resulting eluate by a mass spectrometric method.
Oligosaccharide derivatives of the formulae (1), (3) to (6)
- wherein R1 is 2-carboxyphenyl, 3-carboxyphenyl, 4-carboxyphenyl, p-ethoxycarbonylphenyl or 2-pyridyl, R2 is hydroxyl, the group -Asn or the group -Asn-R3 wherein Asn is an asparagine group, R3 is a carbamate-type or amide-type protective group, and Ac is acetyl.
A cancer marker derived from an oligosaccharide derivative of one of the formulae (1) to (6)
- wherein R1 is 2-carboxyphenyl, 3-carboxyphenyl, 4-carboxyphenyl, p-ethoxycarbonylphenyl or 2-pyridyl, R2 is hydroxyl, the group -Asn or the group -Asn-R3 wherein Asn is an asparagine group, R3 is a carbamate-type or amide-type protective group, and Ac is acetyl.
Dependencies are inferred from the claim text.