Dihydrofolic acid
Appearance
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Names | |
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IUPAC name
N-(4-{[(2-amino-4-oxo-1,4,7,8-tetrahydropteridin-6-yl)methyl]amino}benzoyl)-L-glutamic acid
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Other names
H2folate, DH
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Identifiers | |
3D model (JSmol)
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ChEBI | |
ChEMBL | |
ChemSpider | |
ECHA InfoCard | 100.116.435 |
MeSH | dihydrofolate |
PubChem CID
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UNII | |
CompTox Dashboard (EPA)
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Properties | |
C19H21N7O6 | |
Molar mass | 443.414 g/mol |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Dihydrofolic acid (conjugate base dihydrofolate) (DHF) is a folic acid (vitamin B9) derivative which is converted to tetrahydrofolic acid by dihydrofolate reductase.[1] Since tetrahydrofolate is needed to make both purines and pyrimidines, which are building blocks of DNA and RNA, dihydrofolate reductase is targeted by various drugs to prevent nucleic acid synthesis.
![](http://upload.wikimedia.org/wikipedia/commons/thumb/8/89/Pathway_of_tetrahydrofolate_and_antimetabolites.pdf/page1-220px-Pathway_of_tetrahydrofolate_and_antimetabolites.pdf.jpg)
Interactive pathway map
Click on genes, proteins and metabolites below to link to respective articles.[§ 1]
Fluorouracil (5-FU) Activity edit
- ^ The interactive pathway map can be edited at WikiPathways: "FluoropyrimidineActivity_WP1601".
References
- ^ Maharaj, Geeta; Selinsky, Barry S; Appleman, James R; Perlman, Michael; London, Robert E; Blakley, Raymond L (2002). "Dissociation constants for dihydrofolic acid and dihydrobiopterin and implications for mechanistic models for dihydrofolate reductase". Biochemistry. 29 (19): 4554–4560. doi:10.1021/bi00471a008.