A3411
 |  |  |
 |
Image
Useful Links & Tools
- MSDS
- Specification Sheet
- Certificate of Analysis
- Certificate of Origin
- FT-NMR
- Bulk Quote
- Similar Products
A3411
Sigma
Aminopterin
powder, cell culture tested
| Synonym: | 4-Amino-PGA, 4-Aminofolic acid, 4-Aminopteroyl- |
| CAS Number: | 54-62-6 |
| Linear Formula: | C19H20N8O5 |
| Molecular Weight: | 440.41 |
| Beilstein Registry Number: | 69045 |
| EC Number: | 200-209-9 |
| MDL number: | MFCD00036692 |
| PubChem Substance ID: | 24890768 |
Description
| Linkage | More potent, but more toxic, than methotrexate. |
| Biochem/physiol Actions | 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. |
Properties
| assay | ~98% |
| form | powder |
| color | yellow |
| solubility | 2 M NaOH: 50 mg/mL |
| DMSO: soluble | |
| abs. | ε |
| ε | |
| ε | |
| suitability | cell culture tested |
| Gene Information | human ... FPGS(2356) |
| mouse ... Fpgs(14287) | |
| storage temp. | −20°C |
Safety
| Personal Protective Equipment | Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges |
| Hazard Codes | T+ |
| Risk Statements | 61-28 |
| Safety Statements | 53-28-36/37-45 |
| RIDADR | UN2811 6.1/PG 1 |
| WGK Germany | 3 |
| RTECS | MA1050000 |
Related Products
| Related product | A5159, Aminopterin |
References
| reference | Roy, K., et al., A single amino acid difference within the folate transporter encoded by the murine RFC-1 gene selectively alters its interaction with folate analogues. J. Biol. Chem. 273, 2526-2531, (1998) |
| Rumberger, B.G., et al., Differing specificities for 4-aminofolate analogues of folylpolyglutamyl synthetase from tumors and proliferative intestinal epithelium of the mouse. Cancer Res. 50, 4639-4643, (1990) | |
| Matherly, L.H., et al., Enhanced polyglutamylation of aminopterin relative to methotrexate in the Ehrlich ascites tumor cell in vitro. Cancer Res. 45, 1073, (1985) | |
| Merck | Merck 13,471 |
| Beilstein | Beil. 26,IV,3831 |
| FT-NMR 1 (3), 481:A / RegBook 1 (2), 2663:E / Sax 6, 247 / Structure Index 1, 418:E:8 |
