Synthesis of core sugar chain structure of asparagine-linked...

Organic compounds -- part of the class 532-570 series – Organic compounds – Carbohydrates or derivatives

Reexamination Certificate

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C536S029100

Reexamination Certificate

active

07598372

ABSTRACT:
It is intended to chemically synthesize the trisaccharide moiety at the reducing end in the core sugar chain structure of an asparagine-linked glycoprotein. By using a highly inexpensive natural polysaccharide having a mannoseβ-1,4-bond as the starting material, a β-1,4-glycoside bond of mannose is formed.

REFERENCES:
patent: 2001-524484 (2001-12-01), None
patent: 99-26956 (1999-06-01), None
Usui et al. Glycoconjugate Journal (1994) 11: 105-110.
Yamazaki et al. Holzoforschung (1979), 33(2), 36-42.
Takatani et al. Glycoconjugate Journal 17, 361-375, 2000.
Greene et al. Protective Groups in Organic Synthesis, Third Edition, 1999 John Wiley & Sons, Reactivity Chart 1, pp. 708-711.
D. N. Bolam et al., “Synthesis of 2,4-Dinitrophenyl Glycosides of D-Xylobiose and D-Mannobiose”, Carbohydrate Research, vol. 312, pp. 85-89, 1998.
W. Gunther et al., “Synthesis of a β-Mannosyl-Chitobiosyl-Asparagine Conjugate—A Central Core Region Unit of theN-Glycoproteins”, Angew. Chem. Int. Ed. Engl., vol. 29, No. 9, pp. 1050-1051, 1990. (English version of Angewandte Chemie, vol. 102, No. 9, pp. 1068-1069, 1990).
H. Kunz et al., “β-Mannosides from β-Glucosides by Intramolecular Nucleophilic Substitution with Inversion of Configuration”, Angew. Chem. Int. Ed. Engl., vol. 27, No. 8, pp. 1086-1087, 1988.

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