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
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)
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
N-Bromosuccinimide Price
- Product number
- PHR2597
- Product name
- 5-Hydroxy-L-tryptophan
- Purity
- Pharmaceutical Secondary Standard; Certified Reference Material
- Packaging
- 100MG
- Price
- $267
- Updated
- 2024/03/01
- Product number
- PHL80477
- Product name
- 5-Hydroxy-L-tryptophan
- Purity
- phyproof? Reference Substance
- Packaging
- 50MG
- Price
- $262
- Updated
- 2024/03/01
- Product number
- 1329913
- Product name
- 5-Hydroxy-L-tryptophan
- Purity
- United States Pharmacopeia (USP) Reference Standard
- Packaging
- 100mg
- Price
- $436
- Updated
- 2024/03/01
- Product number
- 107751
- Product name
- 5-Hydroxy-L-tryptophan
- Purity
- 98% (calc. on dried substance)
- Packaging
- 1g
- Price
- $44.4
- Updated
- 2024/03/01
- Product number
- 399698
- Product name
- 5-Hydroxy-L-tryptophan - CAS 895096 - Calbiochem
- Purity
- Serotonin precursor.
- Packaging
- 25G
- Price
- $466
- Updated
- 2022/05/15
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.
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
L-5-Hydroxytryptophan Suppliers
View Lastest Price from L-5-Hydroxytryptophan manufacturers
- 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
- Product
- L-5-Hydroxytryptophan 4350-09-8
- Price
- US $0.00/kg
- Min. Order
- 1kg
- Purity
- >98%
- Supply Ability
- 1000 kg
- Release date
- 2024-04-10
- Product
- L-5-Hydroxytryptophan 4350-09-8
- Price
- US $100.00/kg
- Min. Order
- 1kg
- Purity
- 0.99
- Supply Ability
- 100 tons
- Release date
- 2022-09-23