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H9772

Sigma-Aldrich

5-Hydroxy-L-Tryptophan

powder

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:
4350-09-8
Molekulargewicht:
220.22
EG-Nummer:
224-411-1
MDL-Nummer:
MFCD00064341
UNSPSC-Code:
12352209
eCl@ss:
32160406
PubChem Substanz-ID:
24278131
NACRES:
NA.77

Assay

≥98% (TLC)

Qualitätsniveau

200

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

Angaben zum Gen

human ... HTR1A(3350) , HTR1B(3351) , HTR1D(3352) , HTR1E(3354) , HTR1F(3355) , HTR2A(3356) , HTR2B(3357) , HTR2C(3358) , HTR3A(3359) , HTR3B(9177) , HTR3C(170572) , HTR3D(200909) , HTR3E(285242) , HTR4(3360) , HTR5A(3361) , HTR5B(645694) , HTR6(3362) , HTR7(3363)

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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
GHS06

Signalwort

Danger

H-Sätze

H301

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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Sigma-Aldrich

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