Molecular structure of (±)Amethopterin, CAS Number: 60388-53-6
(±)Amethopterin (CAS 60388-53-6)
Alternate Names:
(±)Amethopterin is also known as DL-MTX.
Application:
(±)Amethopterin is a folic acid and aminopterin derivative, folic acid antagonist, and anticancer agent.
CAS Number:
60388-53-6
Purity:
≥95%
Molecular Weight:
454.44
Molecular Formula:
C20H22N8O5
Supplemental Information:
This is classified as a Dangerous Good for transport and may be subject to additional shipping charges.
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data.
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SDS & Certificate of Analysis
(±)Amethopterin is a Folic acid antagonist. It blocks DNA synthesis by blocking the production of tetrahydrofolate covactors required for the synthesis of thymidine. (±)Amethopterin is actively transported into cells by the folate transporter. It is known to induce adenosine release, which mediates many of its anti-inflammatory effects, including the reduction of proinflammatory cytokines.
(±)Amethopterin (CAS 60388-53-6) References
- Early appearance and long-term persistence of the submicroscopic extrachromosomal elements (amplisomes) containing the amplified DHFR genes in human cell lines. | Pauletti, G., et al. 1990. Proc Natl Acad Sci U S A. 87: 2955-9. PMID: 2326258
- Interaction of polyglutamyl derivatives of methotrexate, 10-deazaaminopterin, and dihydrofolate with dihydrofolate reductase. | Kumar, P., et al. 1986. Cancer Res. 46: 5020-3. PMID: 2428470
- Inhibition of human dihydrofolate reductase by antifolyl polyglutamates. | Kumar, P., et al. 1989. Biochem Pharmacol. 38: 541-3. PMID: 2465007
- Biochemical and growth inhibitory effects of the erythro and threo isomers of gamma-fluoromethotrexate, a methotrexate analogue defective in polyglutamylation. | McGuire, JJ., et al. 1989. Cancer Res. 49: 4517-25. PMID: 2472880
- [Amethopterin metabolism in mammalian cells]. | Balińska, M. 1988. Postepy Biochem. 34: 417-27. PMID: 2479942
- A bioinformatics approach for precision medicine off-label drug drug selection among triple negative breast cancer patients. | Cheng, L., et al. 2016. J Am Med Inform Assoc. 23: 741-9. PMID: 27107440
- Novel submicroscopic extrachromosomal elements containing amplified genes in human cells. | Maurer, BJ., et al. Nature. 327: 434-7. PMID: 3587364
- Variable content of double minute chromosomes is not correlated with degree of phenotype instability in methotrexate-resistant human cell lines. | Masters, J., et al. 1982. Mol Cell Biol. 2: 498-507. PMID: 7110138
- DL-beta,beta-difluoroglutamic acid mediates position-dependent enhancement or termination of pteroylpoly(gamma-glutamate) synthesis catalyzed by folylpolyglutamate synthetase. | McGuire, JJ., et al. 1995. Arch Biochem Biophys. 321: 319-28. PMID: 7646057
- Human gamma-glutamyl hydrolase: cloning and characterization of the enzyme expressed in vitro. | Yao, R., et al. 1996. Proc Natl Acad Sci U S A. 93: 10134-8. PMID: 8816764
- gamma-Glutamyl hydrolase and folylpolyglutamate synthetase activities predict polyglutamylation of methotrexate in acute leukemias. | Longo, GS., et al. 1997. Oncol Res. 9: 259-63. PMID: 9306433
- Regulation of carrier-mediated transport of folates and antifolates in methotrexate-sensitive and-resistant leukemia cells. | Jansen, G., et al. 1997. Adv Enzyme Regul. 37: 59-76. PMID: 9381986
- Concentrating capacity of the human reduced folate carrier (hRFC1) in human ZR-75 breast cancer cell lines. | Sharif, KA., et al. 1998. Biochem Pharmacol. 55: 1683-9. PMID: 9634005
Ordering Information
| Product Name | Catalog # | UNIT | Price | Qty | FAVORITES | |
(±)Amethopterin, 25 mg | sc-214534 | 25 mg | $90.00 | |||
(±)Amethopterin, 100 mg | sc-214534A | 100 mg | $290.00 |