Azaserine

Azaserine is a tumor-inhibiting antibiotic isolated from a species of Streptomyces that functions as a glutamine analog. At 25 µM, it inhibits the glutamine-dependent amidotransferases involved in nucleotide biosynthesis, phosphoribosylformylglycinamidine synthetase and glucosamine-6-phosphate isomerase. Azaserine also inhibits the hexosamine biosynthetic pathway, which shunts excessive intracellular glucose into the biosynthesis of UDP-N-acetylglucosamine and the formation of O-linked glycoproteins. Azaserine has been shown to protect against hyperglycemic endothelial damage through its antioxidant effects.Formal Name: O-(2-diazoacetyl)-L-serine. CAS Number: 115-02-6. Synonyms: CI-337, CN 15757, O-Diazoacetyl-L-serine, NSC 742. Molecular Formula: C5H7N3O4. Formula Weight: 173.1. Purity: >98%. Formulation: (Request formulation change), A crystalline solid. Solubility: PBS (pH 7.2): 3 mg/ml. lambdamax: 248 nm. SMILES: O=C(C=[N+]=[N-])OC[C@H](N)C(O)=O. InChi Code: 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. InChi Key: MZZGOOYMKKIOOX-VKHMYHEASA-N.