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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
Molecular Weight:
220.22
MDL Number:
MFCD00064341
MOL File:
4350-09-8.mol
MSDS File:
SDS
Last updated:2024-05-14 19:23:17

L-5-Hydroxytryptophan Properties

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
pka 2.22±0.10(Predicted)
form solid
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)
FDA UNII C1LJO185Q9
NCI Drug Dictionary oxitriptan
ATC code N06AX01
EPA Substance Registry System L-5-Hydroxytryptophan (4350-09-8)

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS06
Signal word  Danger
Hazard statements  H301
Precautionary statements  P301+P330+P331+P310
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
3-10
TSCA  Yes
HazardClass  6.1
PackingGroup  III
HS Code  29339990
NFPA 704
1
2 0

L-5-Hydroxytryptophan price More Price(58)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich PHR2597 5-Hydroxy-L-tryptophan Pharmaceutical Secondary Standard; Certified Reference Material 4350-09-8 100MG $267 2024-03-01 Buy
Sigma-Aldrich PHL80477 5-Hydroxy-L-tryptophan phyproof? Reference Substance 4350-09-8 50MG $262 2024-03-01 Buy
Sigma-Aldrich 1329913 5-Hydroxy-L-tryptophan United States Pharmacopeia (USP) Reference Standard 4350-09-8 100mg $436 2024-03-01 Buy
Sigma-Aldrich 107751 5-Hydroxy-L-tryptophan 98% (calc. on dried substance) 4350-09-8 1g $44.4 2024-03-01 Buy
Sigma-Aldrich 399698 5-Hydroxy-L-tryptophan - CAS 895096 - Calbiochem Serotonin precursor. 4350-09-8 25G $466 2022-05-15 Buy
Product number Packaging Price Buy
PHR2597 100MG $267 Buy
PHL80477 50MG $262 Buy
1329913 100mg $436 Buy
107751 1g $44.4 Buy
399698 25G $466 Buy

L-5-Hydroxytryptophan Chemical Properties,Uses,Production

Chemical Properties

white to pale grey powder

Uses

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

Uses

A labelled metabolite of 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.

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.]

90830-06-1
4350-09-8
Synthesis of L-5-Hydroxytryptophan from 1H-Indole-3-propanamide, α-amino-5-hydroxy-, (αS)-

L-5-Hydroxytryptophan Preparation Products And Raw materials

Raw materials

Preparation Products

Global( 467)Suppliers
Supplier Tel Email Country ProdList Advantage
Jiangxi Chiyan Biopharmaceutical Technology Co.,Ltd.
+86-18616643091 +86-18616643091 info@rochipharma.com China 246 58
XI AN SGONEK BIOLOGICAL TECHNOLOGY CO., LTD
15202951039 jason@sgonekbio.com China 268 58
Shanghai UCHEM Inc.
+862156762820 +86-13564624040 sales@myuchem.com China 6934 58
GIHI CHEMICALS CO.,LIMITED
+8618058761490 info@gihichemicals.com China 49999 58
Hebei Mojin Biotechnology Co., Ltd
+86 13288715578 +8613288715578 sales@hbmojin.com China 12460 58
Firsky International Trade (Wuhan) Co., Ltd
+8615387054039 admin@firsky-cn.com China 436 58
BINBO BIOLOGICAL CO.,LTD
+8618629063126 info@binbobiological.com China 346 58
Hebei Zhuanglai Chemical Trading Co.,Ltd
+8613343047651 admin@zlchemi.com China 3002 58
Capot Chemical Co.,Ltd.
571-85586718 +8613336195806 sales@capotchem.com China 29798 60
Shanghai Daken Advanced Materials Co.,Ltd
+86-371-66670886 info@dakenam.com China 16209 58

View Lastest Price from L-5-Hydroxytryptophan manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
L-5-Hydroxytryptophan pictures 2024-07-16 L-5-Hydroxytryptophan
4350-09-8
US $1.00 / ASSAYS 1g 99.99%+ 20T Jinan Jianfeng Chemical Co., Ltd
L-5-Hydroxytryptophan Powder pictures 2024-05-14 L-5-Hydroxytryptophan Powder
4350-09-8
US $120.00 / kg 1kg 99% 20ton Hebei Zhuanglai Chemical Trading Co.,Ltd
L-5-Hydroxytryptophan pictures 2024-04-22 L-5-Hydroxytryptophan
4350-09-8
US $0.00 / kg 1kg >98% 1000 kg BINBO BIOLOGICAL CO.,LTD
L-5-HYDROXYTRYPTOPHAN HYDRATE L-5-HYDROXYTRYPTOPHAN 2-AMINO-3-(5-HYDROXY-1H-INDOL-3-YL)PROPIONIC ACID (-)-5-HYDROXY-L-TRYPTOPHAN 5-HYDROXY-L-TRP-OH pretonine L-5-Hydroxytryptophan, 99% 5GR L-5-HTP, L-2-Amino-3-(5-hydroxyindolyl)propionic acid 5-Hydroxy-L-tryphophane 5-Hydroxy-L-tryptophan 98% (calc. on dried substance) 5-Hydroxy-L-tryptophan(5-HTP) 5-Hydroxy-L-tryptophan99% L-Trp(5-OH)-OH 5-Hydroxy-L-tryptophan, Free Acid 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 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 5-HYDROXY-TRP-OH 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-oxitriptan L-5-Hydroxytryptophan USP/EP/BP N-Acetyltryptophan EP Impurity D laevo-oxitriptan 5-Hydroxy L-trpytophan, 99% TIANFU-CHEM CAS NO.4350-09-8 Polyurethane foams 5-Hydroxy-L-Tryptophan extrapure, 99% 5-Hydroxy-L-tryptophan (1329913) 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> (S)-2-Amino-3-(5-hydroxy-1H-indol-3 L-5-HTP