Modulation of O-LinkedN-Acetylglucosamine Levels on Nuclear and Cytoplasmic Proteins in Vivo Using the PeptideO-GlcNAc-β-N-acetylglucosaminidase InhibitorO-(2-Acetamido-2-deoxy-dglucopyranosylidene)amino-N-phenylcarbamate

Ethyl 2-acetamido-4,6-di-O-benzyl-2,3-N,O-carbonyl-2-deoxy-1-thio-beta-D-glycopyranoside as a versatile GlcNAc donor.

The title donor, ethyl 2-acetamido-4,6-di-O-benzyl-2,3-N,O-carbonyl-2-deoxy-1-thio-beta-D-glycopyranoside, is shown to be an excellent glycosyl donor giving immediate and efficient access to variant GlcNAc-containing oligosaccharides.

N,N'-Diacetylchitobionic N-alkylamides: synthesis, and interaction with two 2-acetamido-2-deoxy-D-glucose-binding lectins.

Condensation of N,N’-diacetylchitobiono-1,54actone, obtained by oxidation of N,N’-diacetylchitobiose, with n-alkylamines gave NJ’-diacetylchitobionic IValkylamides. The interaction of these glycolipids with wheat-germ agglutinin and Griffonia simplicifolia II lectin is described.

Glycosylation with O-linked β-N-acetylglucosamine (O-GlcNAc) or O- GlcNAcylation on serine and threonine residues of nuclear and cytoplasmic proteins is a post-translational modification that alters the function of numerous proteins

Implications of the O-GlcNAc modification in the regulation of nuclear apoptosis in T cells.

BACKGROUND O-linked β-N-acetylglucosamine (O-GlcNAc) is a nutrient-/stress-sensitive post-translational modification that affects nucleocytoplasmic proteins. The enzyme O-N-acetylglucosamine transferase (OGT) catalyzes the addition of O-GlcNAc, whereas O-N-acetylglucosaminidase (OGA) removes it. O-GlcNAcylation plays a role in fundamental regulatory mechanisms through the modification of protei...

Methyl 2-acetamido-2-deoxy-β-D-glucopyranoside dihydrate and methyl 2-formamido-2-deoxy-β-D-glucopyranoside.

Methyl 2-acetamido-2-deoxy-β-D-glucopyranoside (β-GlcNAcOCH(3)), (I), crystallizes from water as a dihydrate, C(9)H(17)NO(6)·H(2)O, containing two independent molecules [denoted (IA) and (IB)] in the asymmetric unit, whereas the crystal structure of methyl 2-formamido-2-deoxy-β-D-glucopyranoside (β-GlcNFmOCH(3)), (II), C(8)H(15)NO(6), also obtained from water, is devoid of solvent water molecul...