A4142

Azaserine

≥98% (TLC)

• Sinónimos: O-Diazoacetyl-L-serine
• Fórmula empírica (notación de Hill): C₅H₇N₃O₄
• Número CAS: 115-02-6
• Peso molecular: 173.13
• UNSPSC Code: 12352209
• NACRES: NA.26
• PubChem Substance ID: 24890830
• EC Number: 204-061-6
• Beilstein/REAXYS Number: 1726602
• MDL number: MFCD00036802
• eCl@ss: 32039090

Propiedades

• Quality Segment: 100
• assay: ≥98% (TLC)
• form: powder
• color: off-white to yellow-green
• antibiotic activity spectrum: fungi
• mode of action: enzyme | inhibits
• storage temp.: −20°C
• SMILES string: N[C@@H](COC(=O)C=[N+]=[N-])C(O)=O
• 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

Descripción

General description

Chemical structure: amino acid derivatives

Application

Used in cell culture for the selection of HGPRT revertants.

Biochem/physiol Actions

Azaserine is an antibiotic and antifungal; it may also act as a tumor inducer. It is a structural analog of glutamine and competes with glutamine in binding to enzymes involved in purine biosynthesis. Azaserine inhibits purine biosynthesis by covalently reacting with cysteine residues in the enzyme active sites, such as in formylglycinamide ribonucleotide amidotransferase and PRPP amidotransferase. Azaserine can induce DNA damage via the formation of carboxymethylated bases and O⁶-methylguanine. Secretion of exo-1,3-β-glucanase and germ-tube formation of Candida albicans were inhibited by azaserine.

Información de seguridad

• Pictogramas: GHS06,GHS08
• Palabra de advertencia: Danger
• Códigos de peligro: H301,H351
• Indicaciones de precaución: P201 - P301 + P310 + P330
• Hazard Classifications: Acute Tox. 3 Oral - Carc. 2
• Clase de almacenamiento: 6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects
• WGK: WGK 3
• Punto de inflamación (°F): Not applicable
• Punto de inflamación (°C): Not applicable
• EPI (equipos de protección individual): Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges