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H9772

Sigma-Aldrich

5-Hydroxy-L-tryptophan

≥98% (TLC), suitable for HPLC

Sinónimos:

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

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About This Item

Fórmula empírica (notación de Hill):
C11H12N2O3
Número de CAS:
4350-09-8
Peso molecular:
220.22
Número CE:
224-411-1
Número MDL:
MFCD00064341
Código UNSPSC:
12352209
eCl@ss:
32160406
ID de la sustancia en PubChem:
24278131
NACRES:
NA.77

Nombre del producto

5-Hydroxy-L-tryptophan, powder

Ensayo

≥98% (TLC)

Nivel de calidad

200

Formulario

powder

técnicas

HPLC: suitable

color

white to faint beige

temp. de almacenamiento

2-8°C

cadena SMILES

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

Clave InChI

LDCYZAJDBXYCGN-VIFPVBQESA-N

Información sobre el 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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Categorías relacionadas

Descripción general

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

Aplicación

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

Acciones bioquímicas o fisiológicas

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.

Precaución

Light sensitive

Pictogramas

Skull and crossbones
GHS06

Palabra de señalización

Danger

Frases de peligro

H301

Clasificaciones de peligro

Acute Tox. 3 Oral

Código de clase de almacenamiento

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

Clase de riesgo para el agua (WGK)

WGK 1

Punto de inflamabilidad (°F)

Not applicable

Punto de inflamabilidad (°C)

Not applicable

Equipo de protección personal

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

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Certificados de análisis (COA)

Lot/Batch Number
BCCL6440
BCCH9983
BCCF5484
BCCC7473
BCBW4403

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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
Endocrine taste cells
Kokrashvili Z, et al.
The British Journal of Nutrition, 111(S1), S23-S29 (2014)
Hai-Ling Yu et al.
Neuroscience letters, 593, 24-28 (2015-03-18)
Oleoylethanolamide (OEA) is an endocannabinoid analogy that belongs to a family of endogenous acylethanolamides. Increasing evidence suggests that OEA may act as an endogenous neuroprotective factor and participate in the control of mental disorder-related behaviors. In the present study, we
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