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AdipoGen Life Sciences
5-Hydroxyindole-3-acetic acid
45
CHF
CHF 45.00
In stock
AG-CR1-3544-M100100 mgCHF 45.00
| Product Details | |
|---|---|
| Synonyms | 5-HIAA; 5-Oxyindoleacetic Acid; NSC 90432 |
| Product Type | Chemical |
| Properties | |
| Formula |
C10H9NO3 |
| MW | 191.2 |
| CAS | 54-16-0 |
| RTECS | NL3650000 |
| Purity Chemicals | ≥98% |
| Appearance | Off-white solid to beige/purple solid. |
| Solubility | Soluble in DMSO (25mg/ml) or ethanol (25mg/ml). |
| InChi Key | DUUGKQCEGZLZNO-UHFFFAOYSA-N |
| Smiles | OC1=CC=C(NC=C2CC(O)=O)C2=C1 |
| Shipping and Handling | |
| Shipping | AMBIENT |
| Short Term Storage | +4°C |
| Long Term Storage | -20°C |
| Handling Advice | Keep cool and dry. |
| Use/Stability | Stable for at least 2 years after receipt when stored at -20°C. |
| Documents | |
| MSDS |
 Download PDF |
| Product Specification Sheet | |
| Datasheet |
Download PDF |
Description
- 5-hydroxy Indole-3-acetic acid (5-HIAA) is the primary metabolite of serotonin, metabolized by monoamine oxidase and aldehyde dehydrogenase in the liver. As the catabolic end product of the serotonin pathway, 5-HIAA is present in body fluids like cerebrospinal fluid (CSF), blood and urine. It can be used as an internal standard for the quantification of serotonin metabolism.
- 5-HIAA is a potent GPR35 receptor ligand, an inflammatory mediator for immune and non-immune cell populations.
- 5-HIAA is secreted by platelets and mast cells during inflammation and by binding to neutrophils has a chemoattractant role. 5-HIAA deficient mice show a loss of GPR35-mediated neutrophil recruitment to inflamed tissue. The chemoattractant GPR35-5-HIAA receptor-ligand system cooperates with other inflammation-induced factors in mediating neutrophil recruitment to sites of inflammation.
- 5-HIAA is excreted in urine and has been used as a biomarker for the detection of neuroendocrine tumors, Celiac disease and Whipple disease, where serotonin expression levels are increased. It also has been associated with metabolic syndrome and low-grade inflammation. 5-HIAA levels are low in CSF in patients with bipolar 1 disorder with childhood attention-deficit hyperactivity disorder (ADHD) or sepiapterin reductase deficiency. 5-HIAA has also been associated with autism, insomnia and chronic migraine and is used as a marker for alcohol abuse.
Product References
- Studies on a simplified method for urine 5-hydroxyindole-acetic acid (5-HIAA): C.R. Ratliff; Am. J. Med. Technol. 28, 83 (1962)
- CSF serotonin metabolite (5-HIAA) studies in depression, impulsivity, and violence: G.L. Brown & M.I. Linnoila; J. Clin. Psych. 51, 42 (1990) (Review)
- Association of biogenic amine metabolites with symptomatology in delusional (psychotic) and nondelusional depressed patients: L. Lykouras, et al.; Prog. Neuropsychopharmacol. Biol. Psych. 19, 877 (1995)
- Comparison of self-reported alcohol intake with the urinary excretion of 5-hydroxytryptophol:5-hydroxyindole-3-acetic acid, a biomarker of recent alcohol intake: A. Kroke, et al.; Br. J. Nutr. 85, 621 (2001)
- Platelet serotonin levels in pervasive developmental disorders and mental retardation: Diagnostic group differences, within-group distribution, and behavioral correlates: E.J. Mulder, et al.; J. Am. Acad. Child Adolesc. Psychiatry 43, 491 (2004)
- Development and validation of an ultra-high performance liquid chromatography-tandem mass-spectrometry (UHPLC-MS/MS) method for the simultaneous determination of neurotransmitters in rat brain samples: R.R. Gonzalez, et al.; J. Neurosci. Meth. 198, 187 (2011)
- High plasma 5-hydroxyindole-3-acetic acid concentrations in subjects with metabolic syndrome:M. Fukui, et al.; Diabetes Care 35, 163 (2012)
- Association of peripheral 5-hydroxyindole-3-acetic acid, a serotonin derivative, with metabolic syndrome and low-grade inflammation: M. Afarideh, et al.; Endocr. Pract. 21, 711 (2015)
- Urinary sampling for 5HIAA and metanephrines determination: revisiting the recommendations: J.-B. Corcuff, et al.; Endocr. Connect. 6, R87 (2017)
- Genetic and biochemical changes of the serotonergic system in migraine pathobiology: C.F. Gasparini, et al.; J. Headache Pain 18, 20 (2017)
- 5-HIAA as a Potential Biological Marker for Neurological and Psychiatric Disorders: H. Jayamohananan, et al.; Adv. Pharm. Bull. 9, 374 (2019)
- GPR35 promotes neutrophil recruitment in response to serotonin metabolite 5-HIAA: M. De Giovanni, et al.; Cell 185, 815 (2022)