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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:
4350-09-8
Molecular Weight:
220.22
UNSPSC Code:
12352209
eCl@ss:
32160406
PubChem Substance ID:
24278131
NACRES:
NA.77
EC Number:
224-411-1
MDL number:
MFCD00064341
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Product Name

5-Hydroxy-L-tryptophan, powder

assay

≥98% (TLC)

Quality Level

200

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

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)

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

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.

Disclaimer

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pictograms

Skull and crossbones
GHS06

signalword

Danger

hcodes

H301

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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Certificates of Analysis (COA)

Lot/Batch Number
BCCF5484
BCCC7473
BCBW4403
BCBV2535
BCBS6333V

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Articles

血清素合成及代谢

血清素（5-羟色胺）主要存在于三种主要细胞类型中：i）中杻神经系统（CNS）和肠肌间神经丛中的血清素能神经元，ii）胃肠道粘膜中的肠嗜铬细胞，和iii）血小板。血清素的代谢主要通过外部线粒体膜酶单胺氧化酶（MAO）进行，它以两种分子亚型存在，分别称为MAO-A和MAO-B。

Serotonin Synthesis & Metabolism

Serotonin is stored in cells and metabolized by MAO, influencing CNS, GI, and platelet functions.

Endocrine taste cells
Kokrashvili Z, et al.
The British Journal of Nutrition, 111(S1), S23-S29 (2014)
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
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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Global Trade Item Number

SKUGTIN
H9772-1G04061833813157
H9772-100MG04061833813126
H9772-250MG04061832416625
H9772-25G04061833813171
H9772-5G04061832416649