H9772
5-Hydroxy-L-tryptophan
≥98% (TLC), suitable for HPLC
Synonym(s):
L-2-Amino-3-(5-hydroxyindolyl)propionic acid, L-5-HTP
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About This Item
Empirical Formula (Hill Notation):
C11H12N2O3
CAS Number:
Molecular Weight:
220.22
UNSPSC Code:
12352209
eCl@ss:
32160406
PubChem Substance ID:
NACRES:
NA.77
EC Number:
224-411-1
MDL number:
Product Name
5-Hydroxy-L-tryptophan, powder
assay
≥98% (TLC)
Quality Level
form
powder
technique(s)
HPLC: suitable
color
white to faint beige
storage temp.
2-8°C
SMILES string
N[C@@H](Cc1c[nH]c2ccc(O)cc12)C(O)=O
InChI
1S/C11H12N2O3/c12-9(11(15)16)3-6-5-13-10-2-1-7(14)4-8(6)10/h1-2,4-5,9,13-14H,3,12H2,(H,15,16)/t9-/m0/s1
InChI key
LDCYZAJDBXYCGN-VIFPVBQESA-N
Gene Information
General description
5-Hydroxy-L-tryptophan (5-HTP) is naturally found in Griffonia simplicifolia.
Application
5-Hydroxy-L-tryptophan has been used:
- to inject experimental mice for serotonin detection
- as a precursor of 5-hydroxytryptamine and injected in pregnant mice and neonatal rats for vital neutral red staining of lung slices
- as a standard in citrate-acetate buffer for its use in high performance liquid chromatography (HPLC) analysis
Biochem/physiol Actions
Immediate precursor of serotonin; L-aromatic amino acid decarboxylase substrate.
Hydroxylation of L-tryptophan occurs in the brain during serotonin synthesis. This is a step that controls the production of serotonin and also yields 5-hydroxy-l-tryptophan (5-HTP) as a metabolite. Thus, consumption 5-HTP, increases the serotonin level, which might result in depression, lack of sleep and severe headache.
Disclaimer
Light sensitive
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signalword
Danger
hcodes
Hazard Classifications
Acute Tox. 3 Oral
Storage Class
6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects
wgk
WGK 1
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
dust mask type N95 (US), Eyeshields, Faceshields, Gloves
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M G Marrero et al.
Scientific reports, 10(1), 9712-9712 (2020-06-18)
Dairy calves are born with a naïve immune system, making the pre-weaning phase a critical window for immune development. In the U.S., 40-60% of dairy farms feed milk replacer to pre-weaned calves, which are devoid of bioactive factors with immunological
Enhanced synthesis of 5-hydroxy-l-tryptophan through tetrahydropterin regeneration
Hara R and Kino K
AMB Express, 3(1), 70-70 (2013)
Andrew N Bubak et al.
PloS one, 14(1), e0203980-e0203980 (2019-01-30)
Despite the conserved function of aggression across taxa in obtaining critical resources such as food and mates, serotonin's (5-HT) modulatory role on aggressive behavior appears to be largely inhibitory for vertebrates but stimulatory for invertebrates. However, critical gaps exist in