A1784

Aminopterin

powder

• Sinónimos: (S)-2-{4-[(2,4-Diaminopteridin-6-yl)methylamino]benzamido}pentanedioic acid, 4-Amino-PGA, 4-Aminofolic acid, 4-Aminopteroyl-L-glutamic acid
• Fórmula empírica (notación de Hill): C₁₉H₂₀N₈O₅
• Número de CAS: 54-62-6
• Peso molecular: 440.41
• Beilstein: 69045
• Número CE: 200-209-9
• Número MDL: MFCD00036692
• Código UNSPSC: 12352200
• ID de la sustancia en PubChem: 24278186
• NACRES: NA.77

Propiedades

• origen biológico: synthetic (organic)
• Nivel de calidad: 200
• Ensayo: ≥97% (TLC)
• Formulario: powder
• color: yellow
• mp: 225 °C
• solubilidad: 2 M NaOH: 50 mg/mL (Solutions may be stored for 1-2 days at 4°C.); DMSO: soluble (Solutions may be stored for 1-2 days at 4°C.)
• ε (coeficiente de extinción): 24,500 at 282 nm in 0.1 M NaOH at 1 M; 25,700 at 261 nm in 0.1 M NaOH at 1 M; 8,100 at 373 nm in 0.1 M NaOH at 1 M
• temp. de almacenamiento: −20°C
• cadena SMILES: Nc1nc(N)c2nc(CNc3ccc(cc3)C(=O)N[C@@H](CCC(O)=O)C(O)=O)cnc2n1
• InChI: 1S/C19H20N8O5/c20-15-14-16(27-19(21)26-15)23-8-11(24-14)7-22-10-3-1-9(2-4-10)17(30)25-12(18(31)32)5-6-13(28)29/h1-4,8,12,22H,5-7H2,(H,25,30)(H,28,29)(H,31,32)(H4,20,21,23,26,27)/t12-/m0/s1
• Clave InChI: TVZGACDUOSZQKY-LBPRGKRZSA-N
• Información sobre el gen: human ... FPGS(2356) ; mouse ... Fpgs(14287)

Descripción

Acciones bioquímicas o fisiológicas

Folic acid antagonist that binds to dihydrofolate reductase and inhibits its activity.

Folic acid antagonist. Aminopterin is actively transported into cells by the folate transporter. In the cell, it is converted to a high molecular weight polyglutamate metabolite by folylpolyglutamate synthase that, in turn, binds to dihydrofolate reductase and inhibits its activity. Aminopterin-polyglutamate is degraded intracellularly by γ-glutamyl hydrolase.

Características y beneficios

This compound is a featured product for Apoptosis research. Click here to discover more featured Apoptosis products. Learn more about bioactive small molecules for other areas of research at sigma.com/discover-bsm.

Ligadura / enlace

More potent, but more toxic, than methotrexate.

Información de seguridad

• Pictogramas: GHS06,GHS08
• Palabra de señalización: Danger
• Frases de peligro: H300,H315,H319,H341,H360FD
• Consejos de prudencia: P202 - P264 - P280 - P301 + P310 - P302 + P352 - P305 + P351 + P338
• Clasificaciones de peligro: Acute Tox. 1 Oral - Eye Irrit. 2 - Muta. 2 - Repr. 1B - Skin Irrit. 2
• Código de clase de almacenamiento: 6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials
• Clase de riesgo para el agua (WGK): WGK 3
• Punto de inflamabilidad (°F): Not applicable
• Punto de inflamabilidad (°C): Not applicable
• Equipo de protección personal: Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges