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SBR00016 Sigma

Aminopterin Ready Made Solution

50 mg/mL in DMSO

Synonym: (S)-2-{4-[(2,4-Diaminopteridin-6-yl)methylamino]benzamido}pentanedioic acid, 4-Aminopteroyl-L-glutamic acid, 4-Amino-PGA, 4-Aminofolic acid

  • CAS Number 54-62-6

  • Empirical Formula (Hill Notation) C19H20N8O5

  • Molecular Weight 440.41

  •  MDL number MFCD00036692

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Properties

Related Categories Cell Biology, Folic Acid Metabolism, Metabolic Pathways, Metabolomics
assay   ≥85%
form   liquid
storage condition   protect from light
concentration   50 mg/mL in DMSO
shipped in   dry ice
storage temp.   −20°C

Description

Biochem/physiol Actions

Aminopterin is a synthetic derivative of pterin. It is used as a folic acid antagonist. It competitively inhibits dihydrofolate reductase (DHFR) and blocks tetrahydrofolate synthesis. This inhibition blocks DNA, RNA and protein synthesis.

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.

Aminopterin was first administered for cancer therapy, as a drug targeting metabolism, specifically in pediatric leukemia. Later on it was demonstrated to be more potent yet more toxic than methotrexate.

Safety & Documentation

Safety Information

RIDADR 
UN 2810 6.1 / PGIII
Protocols & Articles
Peer-Reviewed Papers
15

References

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