氨基蝶呤/白血宁/癌得宁/4-氨基叶酸/Aminopterin/4-Amino-PGA

 Description
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.
Linkage More potent, but more toxic, than methotrexate.

Properties
assay ~98% （TLC）
form powder
color yellow
solubility 2 M NaOH: 50 mg/mL （Solutions may be stored for 1-2 days at 4°C.）
  DMSO: soluble （Solutions may be stored for 1-2 days at 4°C.）
abs. ε1M/261 nm, 0.1 M NaOH 25,700
  ε1M/282 nm, 0.1 M NaOH 24,500
  ε1M/373 nm, 0.1 M NaOH 8,100
Gene Information human ... FPGS（2356）
  mouse ... Fpgs（14287）
storage temp. −20°C

Safety
Personal Protective Equipment Eyeshields, Faceshields, full-face particle respirator type N100 （US）, Gloves, respirator cartridge type N100 （US）, type P1 （EN143） respirator filter, type P3 （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

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

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