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H9772

Sigma-Aldrich

5-Hydroxy-L-Tryptophan

≥98% (TLC), suitable for HPLC

Synonym(e):

L-2-Amino-3-(5-hydroxyindolyl)propionic acid, L-5-HTP

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About This Item

Empirische Formel (Hill-System):
C11H12N2O3
CAS-Nummer:
Molekulargewicht:
220.22
EG-Nummer:
MDL-Nummer:
UNSPSC-Code:
12352209
eCl@ss:
32160406
PubChem Substanz-ID:
NACRES:
NA.77

product name

5-Hydroxy-L-Tryptophan, powder

Assay

≥98% (TLC)

Form

powder

Methode(n)

HPLC: suitable

Farbe

white to faint beige

Lagertemp.

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

InChIKey

LDCYZAJDBXYCGN-VIFPVBQESA-N

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Allgemeine Beschreibung

5-Hydroxy-L-tryptophan (5-HTP) is naturally found in Griffonia simplicifolia.

Anwendung

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. Wirkung

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.
Immediate precursor of serotonin; L-aromatic amino acid decarboxylase substrate.

Vorsicht

Light sensitive

Piktogramme

Skull and crossbones

Signalwort

Danger

H-Sätze

Gefahreneinstufungen

Acute Tox. 3 Oral

Lagerklassenschlüssel

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

WGK

WGK 1

Flammpunkt (°F)

Not applicable

Flammpunkt (°C)

Not applicable

Persönliche Schutzausrüstung

dust mask type N95 (US), Eyeshields, Faceshields, Gloves


Analysenzertifikate (COA)

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Die Dokumentenbibliothek aufrufen

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Kokrashvili Z, et al.
The British Journal of Nutrition, 111(S1), S23-S29 (2014)
M G Marrero et al.
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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
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
Enhanced synthesis of 5-hydroxy-l-tryptophan through tetrahydropterin regeneration
Hara R and Kino K
AMB Express, 3(1), 70-70 (2013)
Ke Chen et al.
Experimental brain research, 237(11), 2925-2938 (2019-09-09)
It was shown in previous studies that endurance training enhanced excitability of rat spinal motoneurons. However, the influence of the training on the spinal interneurons remains unclear. In this study, we investigated the training effects on spinal interneurons in dorsal

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