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(Z)-Pugnac

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Formula: C15H19N3O7
CAS: 132489-69-1
search Element: pugnac

Identification

Structural Formula
(Z)-Pugnac
CAS:
132489-69-1
EINECS:
Molecular Formula:
C15H19N3O7
MDL:
MFCD00145022
SMILES:
CC(=O)N[C@@H]1[C@H]([C@@H]([C@H](O/C1=NOC(=O)NC2=CC=CC=C2)CO)O)O
Synonym:
(z)-pugnac ; (z)-pugnac min. 99% ; o-(2-acetamido-2-deoxy-d-glucopyranosylidene)amino-z-n-phenylcarbamate ; o-[2-acetamido-2-deoxy-d-glucopyranosyli ; n-acetylglucosaminono-1,5-lactoneo-(phenylcarbamoyl)oxime ; 2-(acetylamino)-2-deoxy-n-[[(phenylamino)carbonyl]oxy]-d-gluconimidic acid ?-lactone ; o-(2-acetamido-2-deoxy-d-glucopyranosylidene)amino n-phenyl carbamate ,97% ; acetamidodeoxy-d-glucopyranosylideneamino phenylcarbamate ; o-(2-acetamido-2-deoxy-d-glucopyranosylidenamino) n-phenylcarbamate ; (z)-o-(2-acetamido-2-deoxy-d-glucopyranosylidene)amino n-phenylcarbamate


Description

(Z)-Pugnac is an inhibitor of NCOAT (O-GlcNAcase), an enzyme which removes the N-acetylglucosamine moieties from 2-acetamido-2-deoxy-β-D-glucopyranose (O-GlcNAc) bound to proteins that were modified by O-GlcNAc. In addition, studies show that (Z)-Pugnac is the more potent inhibitor of O-GlcNAcase than its stereoisomer since it readily undergoes Beckmann rearrangement. Furthermore, (Z)-Pugnac increases the modification of proteins by GlcNAc in adipocytes and decreases insulin-stimulated 2-deoxyglucose (2DG) uptake and GLUT4 translocation in adipocytes, which implies that (Z)-Pugnac promotes insulin resistance in adipocytes. (Z)-Pugnac is an inhibitor of HEXA and HEXB.


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Prices & Availability




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Properties for (Z)-Pugnac

Molecular Weight:
353.33 g·mol−1
Density:
1.53
Melting point:
172-175°C
Solubility:
Soluble in DMSO (100 mM), ethanol (1 mg/ml), hot methanol, and water.
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Safety & Transport Information

Storage temperature :
-20°C
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Alternative Distributors of [(Z)-Pugnac]

Producers or manufacturers change the product range from time to time. Currently there are no other manufacturers known.
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Downloads

Mol File:
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MSDS:
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