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Supelco

5-Hydroxyindole-3-acetic acid

analytical standard

Synonym(s):

5-HIAA

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About This Item

Empirical Formula (Hill Notation):
C10H9NO3
CAS Number:
Molecular Weight:
191.18
Beilstein:
168797
MDL number:
UNSPSC Code:
41116107
NACRES:
NA.24

grade

analytical standard

Assay

≥98% (HPLC)
≥98% (T)

shelf life

limited shelf life, expiry date on the label

mp

161-164 °C (dec.) (lit.)

application(s)

clinical testing

format

neat

storage temp.

−20°C

SMILES string

OC(=O)Cc1c[nH]c2ccc(O)cc12

InChI

1S/C10H9NO3/c12-7-1-2-9-8(4-7)6(5-11-9)3-10(13)14/h1-2,4-5,11-12H,3H2,(H,13,14)

InChI key

DUUGKQCEGZLZNO-UHFFFAOYSA-N

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Application


  • 5-HIAA assay development: Recent advancements include the use of 5-Hydroxyindole-3-acetic acid (5-HIAA) in assay kits aimed at measuring serotonin metabolites accurately, crucial for diagnosing and monitoring treatment outcomes in disorders like carcinoid syndrome. This assay is essential in neurochemistry for evaluating neurotransmitter pathways and their dysregulation (Zhou et al., 2021).

  • Neurotransmitter metabolism studies: 5-HIAA is extensively used in research to understand serotonin′s metabolic pathways, offering insights into its role in neurological disorders such as depression and anxiety. This research supports the development of targeted therapies by mapping neurotransmitter fluctuations and interactions (Wang et al., 2024).

  • Neurochemical analysis in Parkinson′s disease: Utilizing 5-HIAA, researchers have developed models to explore neurotransmitter dysfunction in Parkinson′s disease, aiding in the understanding of its pathophysiology and contributing to better therapeutic approaches (Couvillion et al., 2023).

  • Serotonin degradation studies: 5-HIAA is critical in studying serotonin degradation. This research uses 5-HIAA to quantify serotonin levels and its metabolic effects on the central nervous system (Zhu et al., 2023).

  • Development of fluorescent biosensors: Research includes the use of 5-HIAA in the development of novel fluorescent biosensors for detecting serotonin and its metabolites, which are vital for real-time monitoring of these neurochemicals in various biological settings (Zheng et al., 2022).

Biochem/physiol Actions

Major serotonin metabolite.

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable


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Shabbir Ahmad et al.
Scientific reports, 10(1), 8925-8925 (2020-06-04)
Melanins are chemically diverse ubiquitous pigments found across the life forms synthesized via different biochemical pathways mainly from L-tyrosine or acetyl CoA. Though few reports suggest the possibility of tryptophan-based melanin synthesis, however, such tryptophan-based melanin and its biosynthesis remained
Ryan T Oglesby et al.
Magnetic resonance in medicine, 84(5), 2389-2399 (2020-04-18)
The diagnosis of monoamine-related psychiatric disorders is based on the phenomenological evaluation of symptoms and behavior by trained clinicians. The CEST technique can be sensitive to monoamines such as serotonin. This study quantifies the CEST properties of the compounds in

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