Hippuric Acid


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hippuric acid

[hi′pyu̇r·ik ′as·əd]
(organic chemistry)
C6H5CONHCH2·COOH Colorless crystals melting at 188°C; soluble in hot water, alcohol, and ether; used in medicine and as a chemical intermediate.

Hippuric Acid

 

benzoylglycine, C6H5CONHCH2COOH, a compound consisting of benzoic acid and glycine groups; colorless, crystalline; melting point, 187.5° C.

Hippuric acid is formed in most animals and in man, primarily in the liver, and passes out in the urine. The biological significance of hippuric acid synthesis in the body is in the binding of benzoic acid, which is liberated during the destruction of the aromatic compounds that are a part of the makeup of plant tissues. In clinical practice the liver’s detoxication ability is measured by a test for hippuric acid synthesis (Quick’s test).

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Determination of benzoic acid and hippuric acid in human plasma and urine by HPLC .
Assay of carboxypeptidase N activity in serum by liquid chromatographic detection of hippuric acid.
Toluene biotransformation takes place in the liver by the cytochrome P450 2El (CYP2E1) isoform, producing hippuric acid, which is excreted in urine (Nakajima and Wang 1994).
Low peptide excretion was also observed for the size range of 250-750 Da, and high recovery of amino acids was achieved only for the fraction containing molecules under 250 Da, which would include free amino acids and amino acid derivatives such as hippuric acid and 5-oxoproline.
3,4-dihydroxyphenylacetic acid, 3,4-dihydroxytoluene, 4-hydroxyphenylacetic acid, 3-hydroxyphenylacetic acid, hippuric acid, caempherol and quercetin (x2[H.
Often consumed in juice form to treat cystitis, they contain hippuric acid, which prevents the bacteria responsible for causing cystitis clinging to the urinary tract lining.
Benzoic and hippuric acid contribute to the metabolic acid load and may therefore affect bone integrity, because chronic acidosis stimulates bone resorption by osteoclasts and compromises bone mineralization (Arnett, 2003).
Candidate molecules are indoxyl sulfate (6, 33, 34), indole 3-acetic acid (35, 36), 3-carboxy-4-methyl-5-propyl-2-furanpropionic acid (37, 38), phenol (39), advanced glycation end products (40-42), leptin (43, 44), homocysteine (45, 46), hippuric acid (47, 48), and p-hydroxyhippuric acid (49, 50).
The factory workers showed an elevated level of urinary hippuric acid, a biomarker of toluene exposure, and workplace air contained high concentrations of various organic solvents such as toluene, gasoline, acetone, and (in one of the plants only) ethylacetate and methylenediphenyl diisocyanate.