Carbohydrate research

Synthetic and structural studies of α-sialyl-(2→ 6) and α-sialyl-(2→ 3) 1-deoxynojirimycin derivatives potentially useful for biomedical applications

M Kiso, K Ando, H Inagaki, H Ishida, A Hasegawa

Index: Kiso, Makoto; Ando, Keiko; Inagaki, Haruko; Ishida, Hideharu; Hasegawa, Akira Carbohydrate Research, 1995 , vol. 272, # 2 p. 159 - 178

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Citation Number: 15

Abstract

Suitably protected derivatives of 1-deoxynojirimycin (1, 5-dideoxy-1, 5-imino-d-glucitol, DNJ) and its d-galacto analog were coupled with 2-thioglycosides of N-acetylneuraminic acid. The resulting disaccharides were converted into a variety of α-sialyl-(2→ 6)-and α-sialyl-(2→ 3)- DNJ derivatives, including the cyclic lactams 6-O-(5-acetamido-3, 5-dideoxy-d-glycero-α-d- galacto-2-nonulopyranosylono-1′, 5-lactam)-1, 5-dideoxy-1, 5-imino-d-glucitol and-d- ...