PUGNAc

SIGMA/A7229 - ≥95% (HPLC)

Synonym: O-(2-Acetamido-2-deoxy-D-glucopyranosylidenamino) N-phenylcarbamate

CAS Number: 132489-69-1
Empirical Formula (Hill Notation): C₁₅H₁₉N₃O₇
Molecular Weight: 353.33
MDL Number: MFCD00145022
Linear Formula: C₁₅H₁₉N₃O₇
Product Type: Chemical

Catalog Number	PKG Qty.	Price	Quantity


45-A7229-5MG	5 mg	$198.00 1/EA		Add To Favorites
45-A7229-10MG	10 mg	$369.00 1/EA		Add To Favorites

Properties
Descriptions
Safety Info.
Basic Data

assay	≥95% (HPLC)
form	crystals
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
Quality Level	100
SMILES string	CC(=O)N[C@@H]1[C@@H](O)[C@H](O)[C@@H](CO)OC1=N/OC(=O)Nc2ccccc2
storage temp.	−20°C

Application:	O-(2-acetamido-2deoxy-D-glucopyranosylidene)amino-N-phenylcarbamate (PUGNAc) has been used to evaluate the effects of silibinin on O-GlcNAc levels of glycoproteins in Adult Retinal Pigment Epithelial-19 (ARPE-19) cells. It has also been used as a component of the HEPES lysis buffer for rat brain samples.
Application:	PUGNAc has been used as an inhibitor of O-GlcNAc-β-N-acetylglucosaminidase.
Biochem/physiol Actions:	O-(2-acetamido-2deoxy-D-glucopyranosylidene)amino-N-phenylcarbamate (PUGNAc) induces insulin resistance in 3T3-L1 adipocytes by reducing insulin-prompting phosphorylation of protein kinase B (Akt) and glycogen synthase kinase 3β (GSK3β).
Biochem/physiol Actions:	PUGNAc is an in vitro and in vivo inhibitor of peptide O-GlcNAc-β-N-acetylglucosaminidase, the enzyme which removes O-linked N-acetylglucosamine (O-GlcNAc) from O-linked glycosylated proteins.

RIDADR	NONH for all modes of transport
WGK Germany	WGK 3
Flash Point(F)	Not applicable
Flash Point(C)	Not applicable

Purity	≥95% (HPLC)
Storage Temp.	−20°C
UNSPSC	12352204

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