A3411

Aminopterin

powder, BioReagent, suitable for cell culture

• Sinônimo(s): (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 (Notação de Hill): C₁₉H₂₀N₈O₅
• Número CAS: 54-62-6
• Peso molecular: 440.41
• Beilstein: 69045
• Número CE: 200-209-9
• Código UNSPSC: 12352205
• ID de substância PubChem: 24890768
• NACRES: NA.75

Propriedades

• fonte biológica: synthetic (organic)
• Nível de qualidade: 200
• linha de produto: BioReagent
• Ensaio: ≥97%
• forma: powder
• técnica(s): cell culture | mammalian: suitable
• cor: yellow
• solubilidade: 2 M NaOH: 50 mg/mL; DMSO: soluble
• ε (coeficiente de extinção): 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
• Condições de expedição: dry ice
• temperatura de armazenamento: −20°C
• cadeia de caracteres 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
• chave InChI: TVZGACDUOSZQKY-LBPRGKRZSA-N
• Informações sobre genes: human ... FPGS(2356) ; mouse ... Fpgs(14287)

Descrição

Aplicação

Aminopterin has been used in the production of anti- neurogranin antibodies.

Ações bioquímicas/fisiológicas

Aminopterin is found to inhibit growth, embryogenesis and has toxic effects in mice models. It serves as a abortifacient. Aminopterin is known to reduce the effects of acute leukemia in children.

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.

Ligação

More potent, but more toxic, than methotrexate.

Informações de segurança

• Pictogramas: GHS06,GHS08
• Palavra indicadora: Danger
• Frases de perigo: H300 - H315 - H319 - H341 - H360FD
• Declarações de precaução: P202 - P264 - P280 - P301 + P310 - P302 + P352 - P305 + P351 + P338
• Classificações de perigo: Acute Tox. 1 Oral - Eye Irrit. 2 - Muta. 2 - Repr. 1B - Skin Irrit. 2
• Código de classe de armazenamento: 6.1A - Combustible, acute toxic Cat. 1 and 2 / very toxic hazardous materials
• Classe de risco de água (WGK): WGK 3
• Ponto de fulgor (°F): Not applicable
• Ponto de fulgor (°C): Not applicable
• Equipamento de proteção individual: Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges