(Z)-PUGNAc

• CAT Number: M109877
• CAS Number: 132489-69-1
• Molecular Formula: C15H19N3O7
• Molecular Weight: 353.33
• Purity: ≥95%
• Synonyms: [(Z)-[(3R,4R,5S,6R)-3-acetamido-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-ylidene]amino] N-phenylcarbamate
• InChI: 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
• InChIKey: PBLNJFVQMUMOJY-JXZOILRNSA-N
• SMILES: CC(=O)NC1C(C(C(OC1=NOC(=O)NC2=CC=CC=C2)CO)O)O

(Z)-PUGNAc is a potent O-GlcNAcase inhibitor. (Z)-PUGNAc is a vastly more potent inhibitor of O-GlcNAcase than the E form[1].
(Z)-PUGNAc amplifies the incorporation of O-GlcNAc on proteins within both HeLa and HEK cell systems[1].

Reference

[1]. Perreira M, et al. Inhibition of O-GlcNAcase by PUGNAc is dependent upon the oxime stereochemistry. Bioorg Med Chem. 2006;14(3):837-846.
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