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L-Tryptophan

Description Overview Content analysis Application References
L-Tryptophan
L-Tryptophan structure
CAS No.
73-22-3
Chemical Name:
L-Tryptophan
Synonyms
TRP;eh121;L-Trp;L-Ttp;trofan;Eltrip;EH 121;Lyphan;Tryptan;H-TRP-OH
CBNumber:
CB3750054
Molecular Formula:
C11H12N2O2
Formula Weight:
204.23
MOL File:
73-22-3.mol

L-Tryptophan Properties

Melting point:
289-290 °C (dec.)(lit.)
alpha 
-31.1 º (c=1, H20)
Boiling point:
342.72°C (rough estimate)
Density 
1.34
refractive index 
-32 ° (C=1, H2O)
storage temp. 
Store at RT.
solubility 
20% NH3: 0.1 g/mL at 20 °C, clear, colorless
form 
powder
pka
2.46(at 25℃)
color 
White to yellow-white
PH
5.5-7.0 (10g/l, H2O, 20℃)
optical activity
[α]20/D 31.5±1°, c = 1% in H2O
Water Solubility 
11.4 g/L (25 ºC)
Merck 
14,9797
BRN 
86197
Stability:
Stable. Incompatible with strong acids, strong oxidizing agents.
InChIKey
QIVBCDIJIAJPQS-VIFPVBQESA-N
FDA 21 CFR
; ;
CAS DataBase Reference
73-22-3(CAS DataBase Reference)
Substances Added to Food (formerly EAFUS)
EWG's Food Scores
NIST Chemistry Reference
EPA Substance Registry System
SAFETY
  • Risk and Safety Statements
Hazard Codes  Xi
Risk Statements  33-40-62-41-37/38-36/37/38-22
Safety Statements  24/25-36/37/39-36-26
WGK Germany  2
RTECS  YN6130000
8
TSCA  Yes
HS Code  29339990
Toxicity LD508mmol / kg (rat, intraperitoneal injection). It is safe when used in food (FDA, §172.320, 2000).
NFPA 704
0
1 0

L-Tryptophan price More Price(37)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 51145 L-Tryptophan certified reference material, TraceCERT 73-22-3 100mg $97.2 2020-12-02 Buy
Sigma-Aldrich 1700501 L-Tryptophan United States Pharmacopeia (USP) Reference Standard 73-22-3 200mg $414.05 2020-12-02 Buy
TCI Chemical T0541 L-Tryptophan >98.5%(HPLC)(T) 73-22-3 25g $29 2021-06-24 Buy
TCI Chemical T0541 L-Tryptophan >98.5%(HPLC)(T) 73-22-3 100g $85 2021-06-24 Buy
Alfa Aesar A10230 L-Tryptophan, 99% 73-22-3 100g $108 2021-06-24 Buy

L-Tryptophan Chemical Properties,Uses,Production

Description

As an essential amino acid, L-Tryptophan is necessary for normal growth in infants and for nitrogen balance in adults, which cannot be synthesized from more basic substances in humans and other animals, suggesting that it is obtained only by intake of tryptophan or tryptophan-containing proteins for human body, which is particularly plentiful in chocolate, oats, milk, cottage cheese, red meat, eggs, fish, poultry, sesame, almonds, buckwheat, spirulina, and peanuts, etc. It can be used as a nutritional supplement for use as an antidepressant, anxiolytic, and sleep aid. Thus, L-Tryptophan can be used for depression, anxiety, sleep apnea, premenstrual syndrome and many other problems. Besides, it can also be used in managing pain tolerance and managing weight.
It works by increasing the levels of certain neurotransmitters in the brain called serotonin. People suffer from depression have an imbalance of serotonin and other brain chemicals. Thus, the increase of serotonin levels in the brain can improve symptoms of depression. L-Tryptopan serves as the precursor for the synthesis of serotonin, which is converted to serotonin in the body. As a result, the symptoms of depression and other problems are improved.

Overview

It is also known as α-aminoindolylpropionic acid. Appearance: white to slightly yellowish white crystal or crystalline powder. No smell; Slight bitter taste. Melting temperature: 289 ° C (decomposition); soluble in water. Applications: as food fortifier, antioxidant; also used in medicine. It is manufactured from indole aldehyde, alternatively also be synthesized from trypsin decomposition and synthesis.

Content analysis

Accurately weigh about 300 mg sample and dissolve it in 3ml formic acid and 50ml glacial acetic acid; add 2 drops crystal violet test solution (TS-250), titrate with 0.1mol / L perchloric acid to the green end point or until the blue color completely disappears. Each Ml of 0.1 mol / L perchloric acid corresponds to 20.42 mg of L-tryptophan (C11H12N2O2).

Application

Amino acids-type drug:
It can be used in amino acid infusion, being often combined with iron and vitamins. Its co-administration with VB6 can improve depression and prevention/treatment of skin disease; as a sleep sedative, it can be combined with L-dopa for the treatment of Parkinson's disease. It is carcinogenic to experimental animals; it may cause adverse reactions including nausea, anorexia and asthmas. Avoid combination with monoamine oxidase inhibitors.
Nutritional supplements:
Tryptophan contained in egg white protein, fish meat, corn meal and other amino acids are limited; content in cereals such as rice is also low. It can be combined with lysine, methionine and threonine for enhanced amino acids. It can be supplemented to corn product at the content of 0.02% tryptophan and 0.1% lysine, being capable of significantly improving the protein potency.

References

http://en.wikipedia.org/wiki/Tryptophan
http://www.medicinenet.com/tryptophan-oral_capsule_tablet/article.htm
http://bodyandhealth.canada.com/drug/getdrug/apo-tryptophan
http://www.drugbank.ca/drugs/DB00150

Chemical Properties

White to off-white crystalline powder

Chemical Properties

Appearance: white crystalline powder. Odorless, slightly bitter taste;
Solubility: slightly soluble in water (1.14%, 25 ℃), insoluble in ethanol; soluble in dilute acid or dilute alkali. mp 289 ° C (decomposition).
Isoelectric point: 5.89. [α] D + 2.8 (5 mol / L HCl), [α] D + 6.2 (0.5 mol / L NaOH).
It can be colored upon long-term exposure to light. Its co-heating reaction with water will generate a small amount of indole while heating in the presence of sodium hydroxide and copper sulfate will produce a large amount of indole. It is stable upon heating together with acid in the dark, but is easily to be decomposed when heated together with other amino acids, carbohydrates and aldehydes. L-tryptophan will be completely decomposed when applying acid to break down the protein.

Uses

adrenergic agonist

Uses

tryptophan is one of the 21 amino acids comprising a protein. Tryptophan is a component of the skin’s natural moisturizing factors.

Definition

ChEBI: The L-enantiomer of tryptophan.

brand name

Ardeytropin;Kalma;Optimax;Sedanoct.

World Health Organization (WHO)

L-tryptophan, an essential aminoacid and precursor of serotonin, was introduced into medicine in 1963 for the treatment of depression and sleep disorders. Its effectiveness in these conditions has, however, never been convincingly demonstrated. It is also widely used in dietary supplements, parenteral nutrition preparations and dietary products for children with phenylketonuria. In 1989, reports from the USA showed an association between the consumption of L-tryptophan containing preparations and the development of eosiniphilia-myalgia syndrome (EMS), a condition characterized by intense eosinophilia, severe muscle and joint pain, swelling of the arms and legs, skin rashes and possible fever. Some of the reported cases have been fatal. Since it is not yet clear whether L-tryptophan itself or an unidentified contaminant is the cause of the EMS, many drug regulatory authorities have suspended the marketing authorization of products containing tryptophan pending further investigation, whereas others have withdrawn these products or restricted their use.

General Description

White powder with a flat taste. An essential amino acid; occurs in isomeric forms.

Air & Water Reactions

Slightly soluble in water.

Reactivity Profile

Amines are chemical bases. They neutralize acids to form salts plus water. These acid-base reactions are exothermic. The amount of heat that is evolved per mole of amine in a neutralization is largely independent of the strength of the amine as a base. Amines may be incompatible with isocyanates, halogenated organics, peroxides, phenols (acidic), epoxides, anhydrides, and acid halides. Flammable gaseous hydrogen is generated by amines in combination with strong reducing agents, such as hydrides.

Health Hazard

ACUTE/CHRONIC HAZARDS: When heated to decomposition L-Tryptophan emits toxic fumes.

Fire Hazard

Flash point data for L-Tryptophan are not available. L-Tryptophan is probably combustible.

Safety Profile

Moderately toxic by intraperitoneal route. Experimental teratogenic and reproductive effects. Human mutation data reported. Questionable carcinogen with experimental tumorigenic data. When heated to decomposition it emits toxic fumes of NOx.

Purification Methods

Crystallise L-tryptophan from H2O/EtOH, wash it with anhydrous diethyl ether and dry it at room temperature in a vacuum over P2O5. It sublimes at 220-230o/0.03mm with 99% recovery and unracemised [Gross & Gradsky J Am Chem Soc 77 1678 1955]. [Cox & King Org Synth Coll Vol II 612 1943, Greenstein & Winitz The Chemistry of the Amino Acids J. Wiley, Vol 3 pp 2316-2345 1961, Beilstein 22 IV 6765.]

L-Tryptophan Preparation Products And Raw materials

Raw materials

Preparation Products


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Related articles


View Lastest Price from L-Tryptophan manufacturers

Image Release date Product Price Min. Order Purity Supply Ability Manufacturer
2021-07-08 L-tryptophan
73-22-3
US $1.00 / T 1T 99% 20tons Hebei Yanxi Chemical Co., Ltd.
2021-06-02 L-Tryptophan Joyce
73-22-3
US $50.00 / KG 1KG 99% 20tons Hebei Guanlang Biotechnology Co., Ltd.
2021-05-21 L-Tryptophan
73-22-3
US $0.00 / mg 100mg ≥98%(HPLC) 10 g Shanghai Standard Technology Co., Ltd.

L-Tryptophan Spectrum


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