CAS 132489-69-1|PugNAc

Introduction:Basic information about CAS 132489-69-1|PugNAc, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.
Common NamePugNAc
CAS Number132489-69-1Molecular Weight353.33
Density1.53g/cm3Boiling Point/
Molecular FormulaC15H19N3O7Melting Point172-175°C
MSDSUSAFlash Point/

Names

NameO-(2-Acetamido-2-deoxy-D-glucopyranosylidene)amino N-Phenylcarbamate
SynonymMore Synonyms

PugNAc BiologicalActivity

Description(Z)-PUGNAc is a potent O-GlcNAcase inhibitor. (Z)-PUGNAc is a vastly more potent inhibitor of O-GlcNAcase than the E form[1].
Related CatalogSignaling Pathways >>Others >>OthersResearch Areas >>Metabolic Disease
In Vitro(Z)-PUGNAc amplifies the incorporation of O-GlcNAc on proteins within both HeLa and HEK cell systems[1].
References

[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.

Chemical & Physical Properties

Density1.53g/cm3
Melting Point172-175°C
Molecular FormulaC15H19N3O7
Molecular Weight353.33
Exact Mass353.12200
PSA149.71000
Index of Refraction1.638
InChIKeyPBLNJFVQMUMOJY-JXZOILRNSA-N
SMILESCC(=O)NC1C(=NOC(=O)Nc2ccccc2)OC(CO)C(O)C1O
Storage condition-20℃

Safety Information

Personal Protective EquipmentEyeshields;Gloves;type N95 (US);type P1 (EN143) respirator filter
RIDADRNONH for all modes of transport

Articles53

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The Role of PTP1B O-GlcNAcylation in Hepatic Insulin Resistance.

Int. J. Mol. Sci. 16 , 22856-69, (2015)

Protein tyrosine phosphatase 1B (PTP1B), which can directly dephosphorylate both the insulin receptor and insulin receptor substrate 1 (IRS-1), thereby terminating insulin signaling, reportedly plays ...

Glucosamine-induced Sp1 O-GlcNAcylation ameliorates hypoxia-induced SGLT dysfunction in primary cultured renal proximal tubule cells.

J. Cell Physiol. 229(10) , 1557-68, (2014)

The aim of this study is to determine whether GlcN could recover the endoplasmic reticulum (ER) stress-induced dysfunction of Na(+) /glucose cotransporter (SGLT) in renal proximal tubule cells (PTCs) ...

Synonyms

(Z)-Pugnac,O-(2-Acetamido-2-deoxy-D-glucopyranosylidene)amino-Z-N-phenylcarbamate
O-(2-Acetamido-2-deoxy-D-glucopyranosylidenamino) N-phenylcarbamate
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