(Z)-PUGNAc

Proteins can be modified post-translationally by the addition of O-linked N-acetylglucosamine (O-GlcNAc). Nuclear cytoplasmic O-GlcNAcase and acetyltransferase (NCOAT) is a beta-N-acetylglucosaminidase that removes GlcNAc from O-glycosylated proteins. PUGNAc is a (phenylcarbamoyl)oxime analog of GlcNAc that reversibly inhibits NCOAT (Ki = 40-110 nM). It also less potently inhibits other hexosaminidases and exochitinases. (Z)-PUGNAc is a stereoisomer of PUGNAc that is a more potent inhibitor of NCOAT than the (E) isomer, both in vitro and in cells.Formal Name: (1Z)-delta-lactone-2-(acetylamino)-2-deoxy-N-[[(phenylamino)carbonyl]oxy]-D-gluconimidic acid. CAS Number: 132489-69-1. Molecular Formula: C15H19N3O7. Formula Weight: 353.3. Purity: >95%. Formulation: (Request formulation change), A crystalline solid. Solubility: DMF: 10 mg/ml, DMSO: 1 mg/ml, PBS (pH 7.2): 1 mg/ml. lambdamax: 236 nm. SMILES: O=C(C)N[C@@H]1[C@@H](O)[C@H](O)[C@@H](CO)O/C1=N\OC(NC2=CC=CC=C2)=O. InChi Code: InChI=1S/C15H19N3O7/c1-8(20)16-11-13(22)12(21)10(7-19)24-14(11)18-25-15(23)17-9-5-3-2-4-6-9/h2-6,10-13,19,21-22H,7H2,1H3,(H,16,20)(H,17,23)/b18-14-/t10-,11-,12-,13-/m1/s1. InChi Key: PBLNJFVQMUMOJY-JXZOILRNSA-N.