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DL-Tryptophan

DL-Tryptophan structure

CAS No:
54-12-6
Formula:
C11H12N2O2
Chemical Name:
DL-Tryptophan
Synonyms:
(rs)-tryptophan;2-Amino-3,3’-IndolylpropanoicAcid;DL-Trytophan;DL-Trytophane;DL-TRYPTOPHAN extrapure CHR;(±)-α-Amino-3-indolepropionic acid, (±)-2-Amino-3-(3-indolyl)propionic acid, DL-3β-Indolylalanine;α-amino-β-indolepropinic acid;DL-Tryptoplaan
Categories:
Pharmaceutical Intermediates > Genitourinary Agents

Description

DL-Tryptophan is an endogenous metabolite.

Solid

Tryptophan is an alpha-amino acid that is alanine bearing an indol-3-yl substituent at position 3. It has a role as a Daphnia magna metabolite. It is an alpha-amino acid, an aminoalkylindole, a polar amino acid and an aromatic amino acid. It contains a 1H-indol-3-ylmethyl group. It is a conjugate base of a tryptophanium. It is a conjugate acid of a tryptophanate. It is a tautomer of a tryptophan zwitterion.

White crystals. Slightly soluble in water; stable in alkaline solution; decomposed by strong acids.

Tryptophan is the precursor for 5-hydroxy-tryptamin and an essential α-amino acid. DL-Tryptophan exists as a zwitterion during crystallization.

DL-Tryptophan Basic Attributes

Molecular Weight：

204.23

Exact Mass：

204.23

BRN：

86196

EC Number：

200-194-9

NSC Number：

122286|13119|13118

TSCA：

TSCA listed

DSSTox ID：

DTXSID0021418

Color/Form：

White to light beige or light yellow

HScode：

29339990

Characteristics

PSA：

79.1

XLogP3：

-1.1

Appearance：

White to light beige or light yellow Powder

Density：

1.1754 (rough estimate)

Melting Point：

289-290 °C (dec.)(lit.)

Boiling Point：

342.72°C (rough estimate)

Flash Point：

224.7±25.9 °C

Refractive Index：

1.5200 (estimate)

Water Solubility：

10 g/L (20 ºC)

Storage Conditions：

Store at RT.

Odor：

Odorless

PKA：

2.30±0.10(Predicted)

Critical Temperature & Pressure：

Keep in dark place,Inert atmosphere,Room temperature

Safety Information

Transport codes：

NONH for all modes of transport

wgk germany：

hazard class code：

safety instructions：

24/25-36/37/39-36-26

RTECS Number：

YN6129200

Marks：

Stability/Shelf Life：

Stable. Incompatible with strong oxidizing agents, strong acids.

Precautionary statement(s)：

P261, P264, P271, P280, P302+P352, P304+P340, P305+P351+P338, P312, P321, P332+P313, P337+P313, P362, P403+P233, P405, P501

Hazard Statements：

22-36/37/38-37/38-41

GHS Classification：

|Warning|H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]|P261, P264, P271, P280, P302+P352, P304+P340, P305+P351+P338, P312, P321, P332+P313, P337+P313, P362, P403+P233, P405, and P501|Aggregated GHS information provided by 8 companies from 2 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Drug Information

MeSH Entry Terms：

poly-L-Trp

DL-Tryptophan Use and Manufacturing

Methods of Manufacturing

Using indole and α-acetamidoacrylic acid as raw materials, after the reaction in glacial acetic acid-acetic anhydride medium is complete, NaOH is adjusted to basicity, extracted with ether, and then extracted 3 times with dilute sodium hydroxide, combined with sodium hydroxide solution, added A few grains of sodium bisulfite, cooled to 5 ℃, adjusted to neutral with concentrated hydrochloric acid, precipitated acetyl-DL-tryptophan, refluxed in 10% sodium hydroxide solution, concentrated and crystallized to obtain DL-tryptophan.

Uses

An amino acid precursor of serotonin and melatonin.

DL-Tryptophan is an amino acid precursor of serotonin and melatonin. It is a dietary supplement for use as an antidepressant, anxiolytic, and sleep aid. DL-tryptophan also can be used as feed nutrition enhancer, antioxidants.

Manufacturing Info：

Tryptophan: ACTIVE

Computed Properties

Molecular Weight:204.22
XLogP3:-1.1
Hydrogen Bond Donor Count:3
Hydrogen Bond Acceptor Count:3
Rotatable Bond Count:3
Exact Mass:204.089877630
Monoisotopic Mass:204.089877630
Topological Polar Surface Area:79.1
Heavy Atom Count:15
Complexity:245
Undefined Atom Stereocenter Count:1
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

Material

2-Methoxyethanol

SODIUM SULFATE

Formaldehyde

Acetic acid

Sodium sulfate

Sulfurous acid

Starch

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