Dihydropteroate
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Names | |
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IUPAC name
4-{[(2-amino-4-oxo-1,4,7,8-tetrahydropteridin-6-yl)methyl]amino}benzoic acid
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Identifiers | |
3D model (JSmol)
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1226443 | |
ChEBI | |
ChemSpider | |
KEGG | |
PubChem CID
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UNII | |
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Properties | |
C14H14N6O3 | |
Molar mass | 314.3 g/mol |
Hazards | |
GHS labelling:[1] | |
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Danger | |
H300 | |
P264, P301+P310 | |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Dihydropteroate is an important intermediate in folate synthesis. It is a pterin created from para-aminobenzoic acid (PABA) by the enzyme dihydropteroate synthase.[2]
![](https://upload.wikimedia.org/wikipedia/commons/e/e9/THFsynthesispathway.png)
Tetrahydrofolate synthesis pathway
Bacteriostatic agents such as sulfonamides target dihydropteroate synthetase. The effect of dihydropteroate synthetase inhibition is comparable to that of dihydrofolate reductase inhibition by trimethoprim, another bacteriostatic agent. Combinations of these two drug types, such as the combination trimethoprim/sulfamethoxazole (TMP-SMX]), are commonly used to treat recurrent urinary tract, Shigella, Salmonella, and Pneumocystis jivoreci infections.
See also
References
- ^ GHS: GESTIS 492946
- ^ Hevener, Kirk E; Yun, Mi-Kyung; Qi, Jianjun; Kerr, Iain D; Babaoglu, Kerim; Hurdle, Julian G; Balakrishna, Kanya; White, Stephen W; Lee, Richard E (2010). "Structural Studies of Pterin-Based Inhibitors of Dihydropteroate Synthase". Journal of Medicinal Chemistry. 53 (1): 166–177. doi:10.1021/jm900861d. PMC 2804029. PMID 19899766.
Categories:
- Chemical articles with multiple compound IDs
- Multiple chemicals in an infobox that need indexing
- Articles with changed CASNo identifier
- Articles with changed KEGG identifier
- Pages using collapsible list with both background and text-align in titlestyle
- Chembox having GHS data
- Articles containing unverified chemical infoboxes
- Articles with short description
- Benzoic acids
- Folates