ChemicalBook > CAS DataBase List > L-5-Hydroxytryptophan

L-5-Hydroxytryptophan

Product Name
L-5-Hydroxytryptophan
CAS No.
4350-09-8
Chemical Name
L-5-Hydroxytryptophan
Synonyms
5-HTP;OXITRIPTAN;(S)-2-Amino-3-(5-hydroxy-1H-indol-3-yl)propanoic acid;L-2-AMINO-3-(5-HYDROXYINDOLYL)PROPIONIC ACID;L-5-HTP;Griffonia seed;5-hydroxy-l-tryptopha;5-Hydroxy-L-tryptophane;L-HTP;quietim
CBNumber
CB9110025
Molecular Formula
C11H12N2O3
Formula Weight
220.22
MOL File
4350-09-8.mol
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L-5-Hydroxytryptophan Property

Melting point:
270 °C (dec.) (lit.)
alpha 
-32.5 º (c=1,H2O on dry basis)
Boiling point:
361.16°C (rough estimate)
Density 
0.902 g/mL at 25 °C (lit.)
refractive index 
n20/D 1.4850(lit.)
Flash point:
175 °F
storage temp. 
2-8°C
solubility 
H2O: 10 mg/mL
form 
solid
pka
2.22±0.10(Predicted)
color 
white
optical activity
[α]22/D 30°, c = 1 in H2O
Water Solubility 
Slightly soluble
Merck 
14,4847
BRN 
88200
LogP
-0.140 (est)
CAS DataBase Reference
4350-09-8(CAS DataBase Reference)
EPA Substance Registry System
L-5-Hydroxytryptophan (4350-09-8)
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Safety

Hazard Codes 
Xn,Xi
Risk Statements 
22-36/37/38-65-20/21/22-20/21
Safety Statements 
36-26
RIDADR 
UN 2811 6.1/PG 3
WGK Germany 
3
RTECS 
YN7110000
F 
3-10
TSCA 
Yes
HazardClass 
6.1
PackingGroup 
III
HS Code 
29339990
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Danger
Hazard statements

H301Toxic if swalloed

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
PHR2597
Product name
5-Hydroxy-L-tryptophan
Purity
Pharmaceutical Secondary Standard; Certified Reference Material
Packaging
100MG
Price
$267
Updated
2024/03/01
Sigma-Aldrich
Product number
PHL80477
Product name
5-Hydroxy-L-tryptophan
Purity
phyproof? Reference Substance
Packaging
50MG
Price
$262
Updated
2024/03/01
Sigma-Aldrich
Product number
1329913
Product name
5-Hydroxy-L-tryptophan
Purity
United States Pharmacopeia (USP) Reference Standard
Packaging
100mg
Price
$436
Updated
2024/03/01
Sigma-Aldrich
Product number
107751
Product name
5-Hydroxy-L-tryptophan
Purity
98% (calc. on dried substance)
Packaging
1g
Price
$44.4
Updated
2024/03/01
Sigma-Aldrich
Product number
399698
Product name
5-Hydroxy-L-tryptophan - CAS 895096 - Calbiochem
Purity
Serotonin precursor.
Packaging
25G
Price
$466
Updated
2022/05/15
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L-5-Hydroxytryptophan Chemical Properties,Usage,Production

Chemical Properties

white to pale grey powder

Uses

A labelled metabolite of Tryptophan

Uses

5-Hydroxy-L-Tryptophan is a hydroxylated metabolite of L-Tryptophan

Uses

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

Definition

ChEBI: 5-hydroxy-L-tryptophan is the L-enantiomer of 5-hydroxytryptophan. It has a role as a human metabolite, a plant metabolite and a mouse metabolite. It is a 5-hydroxytryptophan, a hydroxy-L-tryptophan and a non-proteinogenic L-alpha-amino acid. It is an enantiomer of a 5-hydroxy-D-tryptophan. It is a tautomer of a 5-hydroxy-L-tryptophan zwitterion.

General Description

Colorless to pale pink crystals.

Air & Water Reactions

L-5-Hydroxytryptophan is sensitive to air. Slightly water soluble .

Reactivity Profile

L-5-Hydroxytryptophan reacts with bases. .

Fire Hazard

Flash point data for L-5-Hydroxytryptophan are not available, however, L-5-Hydroxytryptophan is probably combustible.

reaction suitability

reaction type: solution phase peptide synthesis

Trade name

Levothym (Promonta Lundbeck, Germany), Lévotonine (Panpharma, France), Oxyfan (Coli, Italy), Tript-OH (Sigma- Tai, Italy).

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.

Purification Methods

Likely impurities are 5-hydroxy-D-tryptophan and 5-benzyloxytryptophan. Crystallise 5-hydroxy-L-tryptophan under nitrogen from water by adding EtOH. Store it under nitrogen. Also dissolve it in the minimum volume of hot H2O (~0.7g in 4mL) under nitrogen (charcoal) and allowed it to crystallise at 5o. The picrolonate crystallises from H2O with m 184-186o(dec). [Greenstein & Winitz The Chemistry of the Amino Acids J. Wiley, Vol 3 p 2732-2737 1961, Morris & Armstrong J Org Chem 22 306 1957, Beilstein 22/14 V 278.]

L-5-Hydroxytryptophan Preparation Products And Raw materials

Raw materials

Preparation Products

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View Lastest Price from L-5-Hydroxytryptophan manufacturers

Hebei Mujin Biotechnology Co.,Ltd
Product
L-5-Hydroxytryptophan 4350-09-8
Price
US $0.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
50000KG/month
Release date
2023-08-29
Hebei Zhuanglai Chemical Trading Co.,Ltd
Product
L-5-Hydroxytryptophan Powder 4350-09-8
Price
US $120.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
20ton
Release date
2024-05-14
Jinan Jianfeng Chemical Co., Ltd
Product
L-5-Hydroxytryptophan 4350-09-8
Price
US $1.00/ASSAYS
Min. Order
1g
Purity
99.99%+
Supply Ability
20T
Release date
2021-11-12

4350-09-8, L-5-HydroxytryptophanRelated Search:

5-Hydroxytryptophan L-Tryptophan CHLOROPHOSPHONAZO III Osthole 2-Hydroxy-DL-tryptophan D-5-HYDROXYTRYPTOPHAN O-2-propenyl-Tyrosine (S)-2-Amino-3-(4-ethylphenyl)propanoic acid H-L-Phe(4-CH2OtBu)-OH (2S)-2-amino-3-(4-propoxyphenyl)propanoic acid 2-(Trifluoromethoxy)-L-phenylalanine 2-(1H-indol-3-yl)acetaldehyde 3-[(4-hydroxyphenyl)methyl]piperazine-2,5-dione 2-(3-INDOLYLMETHYL)-L-TRYPTOPHAN N-Acetyl-L-tryptophan 3-(phenylamino)alanine HARMANE-1,2,3,4-TETRAHYDRO-3-CARBOXYLIC ACID Tryptophan Impurity 1（Tryptophan EP Impurity A）

  • 5-hydroxy-l-tryptopha
  • pretonine
  • L-2-AMINO-3-(5-HYDROXYINDOLYL)PROPIONIC ACID
  • L-5-HYDROXYTRYPTOPHAN HYDRATE
  • L-5-HYDROXYTRYPTOPHAN
  • L-5-HTP
  • 2-AMINO-3-(5-HYDROXY-1H-INDOL-3-YL)PROPIONIC ACID
  • (-)-5-HYDROXY-L-TRYPTOPHAN
  • 5-HYDROXY-L-TRP-OH
  • 5-HYDROXY-TRP-OH
  • 5-HTP
  • C5-HYDROXY-L-TRYPTOPHAN
  • H-5-HYDROXY-TRP-OH
  • H-TRP(5-OH)-OH
  • (S)-2-AMINO-3-(5-HYDROXY-1H-INDOL-3-YL)-PROPIONIC ACID
  • (2S)-2-Amino-3-(5-hydroxy-1H-indol-3-yl)propanoic acid
  • Levothym
  • L-5-Hydroxytryptophan,99%
  • L-5-Hydroxytryptopha
  • (S)-5-Hydroxytryptophan
  • 5-Hydroxytryptophan(5-HTP,Oxitriptan)
  • (S)-2-AMino-3-(5-hydroxy-1H-indol-3-yl)-propionic acid, C5-Hydroxy-L-tryptophan, 5-HTP, Oxitriptan
  • 5-Hydroxy-L-tryptophan-d 3
  • L-5-Hydroxytryptophan, 99% 1GR
  • L-5-Hydroxytryptophan, 99% 5GR
  • L-5-HTP, L-2-Amino-3-(5-hydroxyindolyl)propionic acid
  • 5-Hydroxy-L-tryphophane
  • (S)-2-Amino-3-(5-hydroxy-1H-indol-3-yl)propanoic acid
  • 5-Hydroxy-L-tryptophan 98% (calc. on dried substance)
  • 5-Hydroxy-L-tryptophan(5-HTP)
  • 5-Hydroxy-L-tryptophan99%
  • L-Trp(5-OH)-OH
  • OXITRIPTAN
  • 5-Hydroxy-L-tryptophan, Free Acid
  • Griffonia seed
  • L-Tryptophan, 5-hydroxy-
  • l-2-amino-3-[3-(5-hydroxyindole)]propionic acid
  • 5-HYDROXY-1-TRYTOPHAN
  • 5-Hydroxyl-L-tryptophan.
  • quietim
  • 5-HYDROXY-L-TRYPTOPHAN 99,0 % min
  • 5-Hydroxy-L-tryptophane
  • H-L-Trp(5-OH)-OH
  • 5-HTP Griffonia Seed
  • L-2-Amino-3-(5-hydroxyindolyl)propionic acid, L-5-HTP
  • 5-HYDROXY-L-TRYPTOPHAN 99% 5-HTP HPLC
  • L-2-Amino-3-(5-hydroxyindolyl)propionic acid L-5-HTP 5-HTP
  • 5-Hydroxy-L-tryptophan, Dihydrate
  • L-HTP
  • Tryptophan Impurity 9（Tryptophan EP Impurity D）
  • L-5-Hydroxytryptophan (Synonyms: L-5-HTP
  • Ghana seed extract
  • L-5-Hydroxytryptophan (L-5-HTP
  • L-5-Hydroxytryptophan(Tryptophan EP Impurity D)
  • HPLC>=98%
  • 5-Hydroxy-L-tryptophan&gt
  • (S)-2-Amino-3-(5-hydroxy-1H-indol-3
  • L-oxitriptan