产品说明
生化/生理作用
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.
基本信息
经验(实验)分子式 | C19H20N8O5 |
分子量 | 440.41 |
MDL编号 | MFCD00036692 |
产品性质
测定 | ≥85% |
质量水平 | 200 |
形式 | liquid |
储存条件 | protect from light |
浓度 | 50 mg/mL in DMSO |
溶解性 | DMSO: 50 mg/mL |
运输 | dry ice |
储存温度 | −20℃ |
SMILES string | OC(CC[C@@H](C(O)=O)NC(C1=CC=C(NCC2=NC3=C(N)N=C(N)N=C3N=C2)C=C1)=O)=O |
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) |
InChI key | TVZGACDUOSZQKY-UHFFFAOYSA-N |
安全信息
象形图 | |
警示用语: | Danger |
危险声明 | H301 - H360 |
预防措施声明 | P201 - P280 - P301 + P330 + P331 + P310 - P308 + P313 |
危险分类 | Acute Tox. 3 Oral - Repr. 1B |
储存分类代码 | 6.1D - Non-combustible, acute toxic Cat.3 / toxic hazardous materials or hazardous materials causing chronic effects |
WGK | WGK 3 |
闪点(F) | 188.6 °F |
闪点(C) | 87 ℃ |
Sigma-Aldrich