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Azaserine (CAS 115-02-6)

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Alternate Names:
AZS; O-Diazoacetyl-L-serine
Application:
Azaserine is a hexosamine biosynthesis inhibitor
CAS Number:
115-02-6
Purity:
≥98%
Molecular Weight:
173.13
Molecular Formula:
C5H7N3O4
Supplemental Information:
This is classified as a Dangerous Good for transport and may be subject to additional shipping charges.
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data.

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Azaserine is an inhibitor of the rate limiting step of the hexosamine biosynthethic pathway (HBP) and an irreversible inhibitor of GGT1 (gamma-Glutamyltranspeptidase). Independent of inhibiting the HBP pathway, azarine studies have demonstrated that it can protect against hyperglycemic endothelial damage through its antioxidant effect. Azarine and acivicin (sc-200498), another GGT inhibitor, bind to GGT at its substrate-binding pocket. The compound may act to elevate the SOD-2 (manganese-superoxide dismutase (MnSOD)) protein level as well as inhibit the oxidative stress and the expression of VCAM-1 and ICAM-1 in response to TNFalpha. Research indicates that azaserine has the potential to be used as a probe for identifying the L-(leucine-favoring) system transporter in human T-lymphocytes.


Azaserine (CAS 115-02-6) References

  1. Mutagenic effect of azaserine in relation to azaserine resistance in Escherichia coli.  |  IYER, VN. and SZYBALSKI, W. 1959. Science. 129: 839-40. PMID: 13635022
  2. Inhibition of glycosaminoglycan synthesis and protein glycosylation with WAS-406 and azaserine result in reduced islet amyloid formation in vitro.  |  Hull, RL., et al. 2007. Am J Physiol Cell Physiol. 293: C1586-93. PMID: 17804609
  3. Crystal structures of Escherichia coli gamma-glutamyltranspeptidase in complex with azaserine and acivicin: novel mechanistic implication for inhibition by glutamine antagonists.  |  Wada, K., et al. 2008. J Mol Biol. 380: 361-72. PMID: 18555071
  4. The hexosamine biosynthesis inhibitor azaserine prevents endothelial inflammation and dysfunction under hyperglycemic condition through antioxidant effects.  |  Rajapakse, AG., et al. 2009. Am J Physiol Heart Circ Physiol. 296: H815-22. PMID: 19136606
  5. Inhibition by neurotensin of azaserine-induced carcinogenesis in rat pancreas.  |  Tatsuta, M., et al. 1991. Int J Cancer. 47: 408-12. PMID: 1993548
  6. Potentiation of azaserine by cholestyramine in the rat.  |  Morgan, RG., et al. 1990. Int J Exp Pathol. 71: 485-91. PMID: 2400737
  7. Quantification of Azaserine-Induced Carboxymethylated and Methylated DNA Lesions in Cells by Nanoflow Liquid Chromatography-Nanoelectrospray Ionization Tandem Mass Spectrometry Coupled with the Stable Isotope-Dilution Method.  |  Yu, Y., et al. 2016. Anal Chem. 88: 8036-42. PMID: 27441891
  8. Photoinhibition of 2-amino-2-carboxybicyclo[2,2,1]heptane transport by O-diazoacetyl-L-serine. An initial step in identifying the L-system amino acid transporter.  |  Segel, GB., et al. 1989. J Biol Chem. 264: 16399-402. PMID: 2789219
  9. Effects of acetylsalicylic acid on rats: An in vivo experimental study in azaserine-rat model.  |  Yildiz, H., et al. 2019. J Cancer Res Ther. 15: 231-236. PMID: 30880783
  10. Can Echinococcus Granulosus Infestation Prevent Pancreatic Cancer? An invivo Experimental Study.  |  Doğan, S., et al. 2023. Asian Pac J Cancer Prev. 24: 1307-1312. PMID: 37116153
  11. Azaserine: further evidence for DNA damage in Escherichia coli.  |  Williams-Hill, DM., et al. 1984. Mutat Res. 129: 153-64. PMID: 6390189
  12. Azaserine resistance in Escherichia coli: chromosomal location of multiple genes.  |  Williams, MV., et al. 1980. J Bacteriol. 143: 383-8. PMID: 6995438
  13. Azaserine: survival and mutation in Escherichia coli.  |  Kubitschek, HE. and Sepanski, RJ. 1982. Mutat Res. 94: 31-8. PMID: 7048085
  14. Dissimilar effect of the carcinogenic agent azaserine on pancreatic and hepatic polyamine metabolism in rats.  |  Löser, C., et al. 1995. Pancreas. 10: 44-52. PMID: 7899459

Ordering Information

Product NameCatalog #UNITPriceQtyFAVORITES

Azaserine, 50 mg

sc-29063
50 mg
$306.00

Azaserine, 250 mg

sc-29063A
250 mg
$906.00