A3411

Aminopterin

powder, BioReagent, suitable for cell culture

• Synonym(e): (S)-2-{4-[(2,4-Diaminopteridin-6-yl)-methylamino]-benzamido}-pentandisäure, 4-Amino-pteroyl-L-glutaminsäure, 4-Aminofolsäure, erythro-2-Amino-1-phenyl-1-propanol -hydrochlorid
• Empirische Formel (Hill-System): C₁₉H₂₀N₈O₅
• CAS-Nummer: 54-62-6
• Molekulargewicht: 440.41
• Beilstein: 69045
• EG-Nummer: 200-209-9
• UNSPSC-Code: 12352205
• PubChem Substanz-ID: 24890768
• NACRES: NA.75

Eigenschaften

• Biologische Quelle: synthetic (organic)
• Qualitätsniveau: 200
• Produktlinie: BioReagent
• Assay: ≥97%
• Form: powder
• Methode(n): cell culture | mammalian: suitable
• Farbe: yellow
• Löslichkeit: 2 M NaOH: 50 mg/mL; DMSO: soluble
• ε (Extinktionskoeffizient): 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
• Versandbedingung: dry ice
• Lagertemp.: −20°C
• SMILES String: 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
• InChIKey: TVZGACDUOSZQKY-LBPRGKRZSA-N
• Angaben zum Gen: human ... FPGS(2356) ; mouse ... Fpgs(14287)

Beschreibung

Anwendung

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

Biochem./physiol. Wirkung

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.

Verlinkung

Wirksamer aber auch toxischer als Methotrexat

Sicherheitshinweise

• Piktogramme: GHS06,GHS08
• Signalwort: Danger
• H-Sätze: H300,H315,H319,H341,H360FD
• P-Sätze: P202 - P264 - P280 - P301 + P310 - P302 + P352 - P305 + P351 + P338
• Gefahreneinstufungen: Acute Tox. 1 Oral - Eye Irrit. 2 - Muta. 2 - Repr. 1B - Skin Irrit. 2
• Lagerklassenschlüssel: 6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials
• WGK: WGK 3
• Flammpunkt (°F): Not applicable
• Flammpunkt (°C): Not applicable
• Persönliche Schutzausrüstung: Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges