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5-Hydroxyindole-3-acetic acid (CAS 54-16-0)

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Alternate Names:
2-(5-hydroxy-1H-indol-3-yl)acetic acid;5-HIAA
Application:
5-Hydroxyindole-3-acetic acid is a major serotonin metabolite
CAS Number:
54-16-0
Purity:
≥98%
Molecular Weight:
191.18
Molecular Formula:
C10H9NO3
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data.

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5-Hydroxyindole-3-acetic acid (5-HIAA) holds great significance as a metabolite of serotonin. 5-Hydroxyindole-3-acetic acid (5-HIAA) is synthesized through the action of the enzyme monoamine oxidase (MAO). Employing 5-Hydroxyindole-3-acetic acid to examine the impact on serotonin levels and to measure the effects of environmental factors on serotonin regulation. The production of 5-Hydroxyindole-3-acetic acid occurs through the transformation of serotonin catalyzed by the enzyme monoamine oxidase (MAO). Following oxidation, 5-Hydroxyindole-3-acetic acid is excreted in the urine, representing a measurable indicator of serotonin metabolism. In laboratory applications, they can also synthesize 5-Hydroxyindole-3-acetic acid using a range of methods, facilitating investigations into its properties and applications.


5-Hydroxyindole-3-acetic acid (CAS 54-16-0) References

  1. Urinary excretion patterns of 5-hydroxyindole-3-acetic acid and 5-hydroxytryptophol in various animal species: implications for studies on serotonin metabolism and turnover rate.  |  Some, M. and Helander, A. 2002. Life Sci. 71: 2341-9. PMID: 12231396
  2. Urinary excretion of 5-hydroxyindole-3-acetic acid and 5-hydroxytryptophol after oral loading with serotonin.  |  Helander, A., et al. 1992. Life Sci. 50: 1207-13. PMID: 1373788
  3. Simultaneous determination of serotonin and 5-hydroxyindole-3-acetic acid in human urine by automated precolumn derivatization and semi-microbore column liquid chromatography with fluorescence detection.  |  Yoshitake, T., et al. 2004. Anal Sci. 20: 1687-90. PMID: 15636516
  4. Automated on-line solid-phase extraction coupled with HPLC for measurement of 5-hydroxyindole-3-acetic acid in urine.  |  Mulder, EJ., et al. 2005. Clin Chem. 51: 1698-703. PMID: 16020500
  5. Photo-activated 5-hydroxyindole-3-acetic acid induces apoptosis of prostate and bladder cancer cells.  |  Jeong, YM., et al. 2011. J Photochem Photobiol B. 103: 50-6. PMID: 21310627
  6. High plasma 5-hydroxyindole-3-acetic acid concentrations in subjects with metabolic syndrome.  |  Fukui, M., et al. 2012. Diabetes Care. 35: 163-7. PMID: 22100965
  7. Microbiota-Derived Metabolites Suppress Arthritis by Amplifying Aryl-Hydrocarbon Receptor Activation in Regulatory B Cells.  |  Rosser, EC., et al. 2020. Cell Metab. 31: 837-851.e10. PMID: 32213346
  8. Nitrosonaphthol reaction-assisted SERS assay for selective determination of 5-hydroxyindole-3-acetic acid in human urine.  |  Zhang, Y., et al. 2020. Anal Chim Acta. 1134: 34-40. PMID: 33059864
  9. Electrochemical sensor based on MIP for highly sensitive detection of 5-hydroxyindole-3-acetic acid carcinoid cancer biomarker in human biological fluids.  |  Moncer, F., et al. 2021. Anal Chim Acta. 1181: 338925. PMID: 34556226
  10. Simple and rapid determination of 5-hydroxyindole-3-acetic acid in urine by direct injection on a liquid chromatographic column.  |  Wahlund, KG. and Edlén, B. 1981. Clin Chim Acta. 110: 71-6. PMID: 6163575
  11. Distribution of norepinephrine, epinephrine, dopamine, serotonin, 3,4-dihydroxyphenylacetic acid, homovanillic acid and 5-hydroxyindole-3-acetic acid in dog brain.  |  Mefford, IN., et al. 1982. Brain Res. 236: 339-49. PMID: 6175382
  12. Liquid-chromatographic determination of indole-3-acetic acid and 5-hydroxyindole-3-acetic acid in human plasma.  |  Martínez, E., et al. 1983. Clin Chem. 29: 1354-7. PMID: 6190588
  13. Quantitative determination of 5-hydroxyindole-3-acetic acid in body fluids by high-performance liquid chromatography.  |  Beck, O., et al. 1977. Clin Chim Acta. 79: 149-54. PMID: 890947
  14. The urinary ratio of 5-hydroxytryptophol to 5-hydroxyindole-3-acetic acid in surgical patients with chronic alcohol misuse.  |  Spies, CD., et al. 1999. Alcohol. 17: 19-27. PMID: 9895033

Ordering Information

Product NameCatalog #UNITPriceQtyFAVORITES

5-Hydroxyindole-3-acetic acid, 100 mg

sc-256921
100 mg
$47.00

5-Hydroxyindole-3-acetic acid, 500 mg

sc-256921A
500 mg
$98.00