Molecular structure of (Z)-Pugnac, CAS Number: 132489-69-1
(Z)-Pugnac (CAS 132489-69-1)
See product citations (3)
Alternate Names:
(Z)-Pugnac is also known as a hexosaminidase A and B inhibitor.
Application:
(Z)-Pugnac is an O-GlcNAcase inhibitor that undergoes Beckmann rearrangement to promote insulin resistance in adipocytes.
CAS Number:
132489-69-1
Purity:
≥99%
Molecular Weight:
353.33
Molecular Formula:
C15H19N3O7
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data.
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SDS & Certificate of Analysis
(Z)-Pugnac is an inhibitor of 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 (CAS 132489-69-1) References
- O-GlcNAc modification on IRS-1 and Akt2 by PUGNAc inhibits their phosphorylation and induces insulin resistance in rat primary adipocytes. | Park, SY., et al. 2005. Exp Mol Med. 37: 220-9. PMID: 16000877
- Inhibition of O-GlcNAcase by PUGNAc is dependent upon the oxime stereochemistry. | Perreira, M., et al. 2006. Bioorg Med Chem. 14: 837-46. PMID: 16214344
- An O-GlcNAcase-specific inhibitor and substrate engineered by the extension of the N-acetyl moiety. | Kim, EJ., et al. 2006. J Am Chem Soc. 128: 4234-5. PMID: 16568991
- GlcNAcstatins are nanomolar inhibitors of human O-GlcNAcase inducing cellular hyper-O-GlcNAcylation. | Dorfmueller, HC., et al. 2009. Biochem J. 420: 221-7. PMID: 19275764
- Enzyme molecular mechanism as a starting point to design new inhibitors: a theoretical study of O-GlcNAcase. | Lameira, J., et al. 2011. J Phys Chem B. 115: 6764-75. PMID: 21542586
- Murine Trophoblast Stem Cells and Their Differentiated Cells Attenuate Zika Virus In Vitro by Reducing Glycosylation of the Viral Envelope Protein. | Neupane, B., et al. 2021. Cells. 10: PMID: 34831310
- Simultaneously Identifying and Distinguishing Glycoproteins with O-GlcNAc and O-GalNAc (the Tn Antigen) in Human Cancer Cells. | Xu, S., et al. 2022. Anal Chem. 94: 3343-3351. PMID: 35132862
- Purification and characterization of an O-GlcNAc selective N-acetyl-beta-D-glucosaminidase from rat spleen cytosol. | Dong, DL. and Hart, GW. 1994. J Biol Chem. 269: 19321-30. PMID: 8034696
Inhibitor of:
4933406M09Rik, AI464131, B3GNTL1, CMAS, GalNAc-TL4, Ggta1, GnT-IVB, HEXA, HEXB, NAG, NCOAT, O-GlcNAc transferase, SIAE, Sialyltransferase 7B, Sialyltransferase 7E, St3Gal-I, St3Gal-II, and St3Gal-IV.Activator of:
β-1,3-Gal-T2, β-1,3-Gal-T6, β3Gn-T3, C3orf64, DPY19L1, EP58, FAM20B, FucT-l, GalNAc-T1, GalNAc-T11, GalNAc-T14, GNPDA1, GnT-I, GnT-II, GnT-IVB, GnT-V, GnT-VB, HDA2, MafA, MANBAL, and ST6GAL2.Ordering Information
| Product Name | Catalog # | UNIT | Price | Qty | FAVORITES | |
(Z)-Pugnac, 5 mg | sc-204415A | 5 mg | $220.00 | |||
(Z)-Pugnac, 10 mg | sc-204415 | 10 mg | $373.00 |