Description Overview Content analysis Application References
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L-Tryptophan

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

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
pka
2.46(at 25℃)
form 
powder
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
CAS DataBase Reference
73-22-3(CAS DataBase Reference)
NIST Chemistry Reference
L-Tryptophan(73-22-3)
EPA Substance Registry System
L-Tryptophan (73-22-3)
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Safety

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
Hazardous Substances Data
73-22-3(Hazardous Substances Data)
Toxicity
LD508mmol / kg (rat, intraperitoneal injection). It is safe when used in food (FDA, §172.320, 2000).
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Hazard and Precautionary Statements (GHS)

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
51145
Product name
L-Tryptophan
Purity
certified reference material, TraceCERT
Packaging
100mg
Price
$101
Updated
2020/08/18
Sigma-Aldrich
Product number
1700501
Product name
L-Tryptophan
Purity
United States Pharmacopeia (USP) Reference Standard
Packaging
200mg
Price
$429
Updated
2020/08/18
TCI Chemical
Product number
T0541
Product name
L-Tryptophan
Purity
>98.5%(HPLC)(T)
Packaging
25g
Price
$29
Updated
2020/06/24
TCI Chemical
Product number
T0541
Product name
L-Tryptophan
Purity
>98.5%(HPLC)(T)
Packaging
100g
Price
$85
Updated
2020/06/24
Alfa Aesar
Product number
A10230
Product name
L-Tryptophan, 99%
Packaging
25g
Price
$35.6
Updated
2020/06/24
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L-Tryptophan Chemical Properties,Usage,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

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

Synthesis Reference(s)

The Journal of Organic Chemistry, 49, p. 3711, 1984 DOI: 10.1021/jo00194a008

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.]

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L-Tryptophan Suppliers

Shanghai Aladdin Bio-Chem Technology Co.,LTD
Tel
021-20337333-801
Fax
021-50323701
Email
market@aladdin-e.com
Country
China
ProdList
24983
Advantage
65
Shandong Pingju Biotechnology Co., Ltd
Tel
18613662662
Email
2708672464@qq.com
Country
CHINA
ProdList
692
Advantage
58
Shaanxi Chenming Biotechnology Co., Ltd
Email
2709392183@qq.com
Country
CHINA
ProdList
601
Advantage
58
Valiant Co., Ltd.
Tel
0535-6101831
Fax
0535-6386989
Email
liutao@valiant-cn.com
Country
China
ProdList
173
Advantage
60
Wuxi Bikang Bioengineering Co., Ltd
Tel
0510-80245888-
Fax
0510-80245999
Email
1258079079@qq.com
Country
China
ProdList
43
Advantage
58
J & K SCIENTIFIC LTD.
Tel
010-82848833- ;010-82848833-
Fax
86-10-82849933
Email
jkinfo@jkchemical.com;market6@jkchemical.com
Country
China
ProdList
96815
Advantage
76
PharmaBlock Sciences (Nanjing),Inc.
Fax
86-025-86918232
Email
sales@pharmablock.com
Country
China
ProdList
6446
Advantage
55
Meryer (Shanghai) Chemical Technology Co., Ltd.
Tel
21-61259100-
Fax
86-21-61259102
Email
sh@meryer.com
Country
China
ProdList
40268
Advantage
62
INTATRADE GmbH
Tel
+49 3493/605464
Fax
+49 3493/605470
Email
sales@intatrade.de
Country
Germany
ProdList
3579
Advantage
66
Alfa Aesar
Tel
400-610-6006; 021-67582000
Fax
021-67582001/03/05
Email
saleschina@alfa-asia.com
Country
China
ProdList
30163
Advantage
84
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View Lastest Price from L-Tryptophan manufacturers

Hebei Lihe Biotechnology Co.,Ltd
Product
L Tryptophan 73-22-3
Price
US $36.00/KG/Tin
Min. Order
10g
Purity
99%
Supply Ability
10Tons
Release date
2020-10-19
Hebei Runbin Biotechnology Co. LTD
Product
L-Tryptophan 73-22-3
Price
US $15.00/KG
Min. Order
1KG
Purity
99%min
Supply Ability
2 Ton/Tons per Week
Release date
2020-08-19
Hebei Yanxi Chemical Co., Ltd.
Product
L-tryptophan 73-22-3
Price
US $1.00/T
Min. Order
1T
Purity
99%
Supply Ability
20tons
Release date
2020-07-08

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