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98457-88-6

98457-88-6 Structure

98457-88-6 Structure
IdentificationBack Directory
[Name]

aminopterin N-hydroxysuccinimide ester
[CAS]

98457-88-6
[Synonyms]

Nhs-aminopterin
N-Hydroxysuccinimide aminopterin
aminopterin N-hydroxysuccinimide ester
(2S)-2-[[4-[(2,4-diaminopteridin-6-yl)methyl-methylamino]benzoyl]amino]-5-(2,5-dioxopyrrolidin-1-yl)oxy-5-oxopentanoic acid
[Molecular Formula]

C24H25N9O7
[MOL File]

98457-88-6.mol
Hazard InformationBack Directory
[Description]

Aminopterin N-hydroxysuccinimide ester is an antineoplastic drug with immunosuppressive properties often used in chemotherapy. Aminopterin is a synthetic derivative of pterin. Aminopterin works as an enzyme inhibitor by competing for the folate binding site of the enzyme dihydrofolate reductase. Its binding affinity for dihydrofolate reductase effectively blocks tetrahydrofolate synthesis. This results in the depletion of nucleotide precursors and inhibition of DNA, RNA, and protein synthesis.
[Uses]

Aminopterin N-hydroxysuccinimide ester(NHS-methotrexate) is an irreversible Methotrexate (HY-14519) influx carrier inhibitor. Aminopterin N-hydroxysuccinimide ester can be used for the research of rheumatoid arthritis and a number of cancers (such as acute lymphoblastic leukemia)[1][2].
[References]

[1] Henderson GB, et al. Characterization of the multiple transport routes for methotrexate in L1210 cells using phthalate as a model anion substrate. J Membr Biol. 1985;85(3):263-268. DOI:10.1007/BF01871521
[2] Chiao JH, et al. RFC-1 gene expression regulates folate absorption in mouse small intestine. J Biol Chem. 1997;272(17):11165-11170. DOI:10.1074/jbc.272.17.11165
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