Dihydropteroate - Misplaced Pages

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{{Chembox | verifiedrevid = 399903039 | ImageFile = Dihydropteroic acid.svg | ImageSize = | IUPACName = 4-{amino}benzoic acid | OtherNames = | Section1 = ! colspan=2 style="background: #f8eaba; text-align: center;" |Identifiers

3D model (JSmol)

Beilstein Reference

| 1226443 |- | ChEBI

CHEBI:4581

| ChemSpider

PubChem CID

CompTox Dashboard (EPA)

DTXSID40175605

| colspan="2" |

InChI

InChI=1S/C14H14N6O3/c15-14-19-11-10(12(21)20-14)18-9(6-17-11)5-16-8-3-1-7(2-4-8)13(22)23/h1-4,16H,5-6H2,(H,22,23)(H4,15,17,19,20,21)Key: WBFYVDCHGVNRBH-UHFFFAOYSA-N
Key: WBFYVDCHGVNRBH-UHFFFAOYAH

| colspan="2" |

SMILES

C1C(=NC2=C(N1)NC(=NC2=O)N) CNC3=CC=C(C=C3)C(=O)O
O=C(O)c1ccc(cc1)NCC/2=N/C=3C(=O)\N=C(/NC=3NC\2)N

|- | Section2 = ! colspan=2 style="background: #f8eaba; text-align: center;" |Properties

Chemical formula

| C₁₄H₁₄N₆O₃

|- | Molar mass

| 314.3 g/mol

|- | Section3 = | Section4 = | Section5 = | Section6 = | Section7 = | Section8 = }}

Dihydropteroate is a pterin created from para-aminobenzoic acid (PABA) by the enzyme dihydropteroate synthetase. It is an important intermediate in folate synthesis.

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. Together these two drugs - trimethoprim-sulfamethoxazole - are commonly used to treat recurrent urinary tract, Shigella, Salmonella, and Pneumocystis jivoreci infections.

See also