For research use only. Not for therapeutic Use.
Azaserine（Cat No.:I000556）is a potent, selective inhibitor of glutamine-dependent enzymes, primarily used in cancer and metabolic research. It acts by inhibiting the enzyme amidophosphoribosyltransferase (ATase), disrupting purine nucleotide synthesis and cellular metabolism. This inhibition leads to a reduction in cell proliferation and has been studied for its anti-tumor properties. Azaserine is particularly useful in studies related to purine metabolism, cellular stress, and tumor biology. Additionally, it serves as a tool for studying enzyme function and metabolic pathways in various cancer cell lines and other disease models.
| Catalog Number | I000556 |
| CAS Number | 115-02-6 |
| Synonyms | CI-337;CN 15757;O-Diazoacetyl-L-serine;NSC 742 |
| Molecular Formula | C5H7N3O4 |
| Purity | ≥95% |
| Target | glutamine amidotransferase inhibitor |
| Solubility | 50 mg/ml in H2O |
| Storage | Store at -20°C |
| IUPAC Name | (2S)-2-amino-3-(2-diazoacetyl)oxypropanoic acid |
| InChI | InChI=1S/C5H7N3O4/c6-3(5(10)11)2-12-4(9)1-8-7/h1,3H,2,6H2,(H,10,11)/t3-/m0/s1 |
| InChIKey | MZZGOOYMKKIOOX-VKHMYHEASA-N |
| SMILES | C([C@@H](C(=O)O)N)OC(=O)C=[N+]=[N-] |
| Reference | </br>1: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, Wang J, Wang P, Wang Y.Anal Chem. 2016 Aug 16;88(16):8036-42. doi: 10.1021/acs.analchem.6b01349. Epub 2016 Aug 2. PMID: 27441891 </br>2:Effect of Phyllanthus amarus on serum biochemical changes in azaserine induced pancreatic cancer in Wistar rats. Prajapati AS, Raval SK, Sinha S, Varia TN, Mashiyava PH.Vet World. 2015 Aug;8(8):937-40. doi: 10.14202/vetworld.2015.937-940. Epub 2015 Aug 7. PMID: 27047180 Free PMC Article</br>3:Safety of umbilical cord blood-derived mesenchymal stem cells (MSCs) following 5-azaserine induction and inhibition of human cardiac myocyte apoptosis by MSCs. Huang JL, Yang SX.Saudi Med J. 2009 Sep;30(9):1144-9. PMID: 19750258 </br>4:The hexosamine biosynthesis inhibitor azaserine prevents endothelial inflammation and dysfunction under hyperglycemic condition through antioxidant effects. Rajapakse AG, Ming XF, Carvas JM, Yang Z.Am J Physiol Heart Circ Physiol. 2009 Mar;296(3):H815-22. doi: 10.1152/ajpheart.00756.2008. Epub 2009 Jan 9. PMID: 19136606 Free Article</br>5:Crystal structures of Escherichia coli gamma-glutamyltranspeptidase in complex with azaserine and acivicin: novel mechanistic implication for inhibition by glutamine antagonists. Wada K, Hiratake J, Irie M, Okada T, Yamada C, Kumagai H, Suzuki H, Fukuyama K.J Mol Biol. 2008 Jul 4;380(2):361-72. doi: 10.1016/j.jmb.2008.05.007. Epub 2008 May 12. PMID: 18555071 </br>6:Inhibition of glycosaminoglycan synthesis and protein glycosylation with WAS-406 and azaserine result in reduced islet amyloid formation in vitro. Hull RL, Zraika S, Udayasankar J, Kisilevsky R, Szarek WA, Wight TN, Kahn SE.Am J Physiol Cell Physiol. 2007 Nov;293(5):C1586-93. Epub 2007 Sep 5. PMID: 17804609 Free PMC Article</br>7:The LIV-I/LS system as a determinant of azaserine sensitivity of Escherichia coli K-12. Koyanagi T, Katayama T, Suzuki H, Kumagai H.FEMS Microbiol Lett. 2004 Aug 1;237(1):73-7. PMID: 15268940 Free Article</br>8:Effects of a diet high in fish oil (MaxEPA) on the formation of micronucleated erythrocytes in blood and on the number of atypical acinar cell foci Induced in rat pancreas by azaserine. Appel MJ, Woutersen RA.Nutr Cancer. 2003;47(1):57-61. PMID: 14769538 </br>9:Angiogenesis is continuous with two peaks during azaserine-induced rat pancreatic adenocarcinoma progression: an electron microscopic morphometrical study. Nagy K, Tóth S, Pálfia Z, Réz G.Oncol Rep. 2003 Nov-Dec;10(6):1999-2004. PMID: 14534733 </br>10:Characterisation of the progression of azaserine-induced rat pancreatic adenocarcinoma by proliferative cell nuclear antigen, basement membrane laminin and trypsinogen immunohistochemistry. Nagy K, Pálfia Z, Réz G.Histochem Cell Biol. 2003 May;119(5):405-13. Epub 2003 May 13. PMID: 12743826 |
