N-Acetyl-6-sulfo-d-glucosamine as a promising mimic of N-Acetyl neuraminic acid

K Sasaki, Y Nishida, H Uzawa, K Kobayashi

Index: Sasaki, Kenji; Nishida, Yoshihiro; Uzawa, Hirotaka; Kobayashi, Kazukiyo Bioorganic and Medicinal Chemistry Letters, 2003 , vol. 13, # 17 p. 2821 - 2823

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Citation Number: 18

Abstract

6-Sulfo-d-GlcNAc with a molecular geometry close to that of N-acetylneuraminic acid (Neu5Ac) was hypothesized to serve as a simple Neu5Ac mimic possessing high potential in biochemical and medicinal applications. The hypothesis was evidenced with a neuraminidase inhibition assay using p-nitrophenyl (pNP) 3-, 4-, and 6-sulfo-β-d-GlcNAc (4, 5 and 2a) and 6-sulfo-β-d-Glc 6, in which only pNP 6-sulfo-β-d-GlcNAc 2a was found to ...