A3411

Aminopterin

powder, BioReagent, suitable for cell culture

• Sinonimo/i: (S)-2-{4-[(2,4-Diaminopteridin-6-yl)methylamino]benzamido}pentanedioic acid, 4-Amino-PGA, 4-Aminofolic acid, 4-Aminopteroyl-L-glutamic acid
• Formula empirica (notazione di Hill): C₁₉H₂₀N₈O₅
• Numero CAS: 54-62-6
• Peso molecolare: 440.41
• Beilstein: 69045
• Numero CE: 200-209-9
• Codice UNSPSC: 12352205
• ID PubChem: 24890768
• NACRES: NA.75

Proprietà

• Origine biologica: synthetic (organic)
• Livello qualitativo: 200
• Nome Commerciale: BioReagent
• Saggio: ≥97%
• Forma fisica: powder
• tecniche: cell culture | mammalian: suitable
• Colore: yellow
• Solubilità: 2 M NaOH: 50 mg/mL; DMSO: soluble
• ε (coefficiente d’estinzione): 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
• Condizioni di spedizione: dry ice
• Temperatura di conservazione: −20°C
• Stringa SMILE: 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; TVZGACDUOSZQKY-LBPRGKRZSA-N
• Informazioni sul gene: human ... FPGS(2356) ; mouse ... Fpgs(14287)

Descrizione

Applicazioni

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

Azioni biochim/fisiol

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.

Linkage

More potent, but more toxic, than methotrexate.

Informazioni sulla sicurezza

• Pittogrammi: GHS06,GHS08
• Avvertenze: Danger
• Indicazioni di pericolo: H300,H315,H319,H341,H360FD
• Consigli di prudenza: P202 - P264 - P280 - P301 + P310 - P302 + P352 - P305 + P351 + P338
• Classi di pericolo: Acute Tox. 1 Oral - Eye Irrit. 2 - Muta. 2 - Repr. 1B - Skin Irrit. 2
• Codice della classe di stoccaggio: 6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials
• Classe di pericolosità dell'acqua (WGK): WGK 3
• Punto d’infiammabilità (°F): Not applicable
• Punto d’infiammabilità (°C): Not applicable
• Dispositivi di protezione individuale: Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges