CAS 73-22-3 L-Tryptophan - Catalysts / Alfa Chemistry

Synonyms

L-Beta-3-indolylalanine

IUPAC Name

(2S)-2-Amino-3-(1H-indol-3-yl)propanoic acid

Molecular Weight

204.23

Molecular Formula

C11H12N2O2

Canonical SMILES

C1=CC=C2C(=C1)C(=CN2)CC(C(=O)O)N

InChI

InChI=1S/C11H12N2O2/c12-9(11(14)15)5-7-6-13-10-4-2-1-3-8(7)10/h1-4,6,9,13H,5,12H2,(H,14,15)/t9-/m0/s1

InChI Key

QIVBCDIJIAJPQS-VIFPVBQESA-N

Boiling Point

342.72 °C

Melting Point

289-290 °C(lit.)

Purity

99%

Density

1.34 g/cm³

Solubility

Slightly soluble in acetic acid, ethanol, insoluble in ethyl ether

Appearance

White to yellow-white powder

Storage

2-8 °C

Assay

0.99

Color Form

Leaflets or plates from dilute alcohol;White to slightly yellowish-white ... crystals or crystalline powder;

Complexity

245

Covalently-Bonded Unit Count

Decomposition

When heated to decomposition it emits toxic fumes of /nitric oxide/.;

Defined Atom Stereocenter Count

EC Number

200-795-6

Exact Mass

204.089877630

H-Bond Acceptor

H-Bond Donor

Heavy Atom Count

Isomeric SMILES

C1=CC=C2C(=C1)C(=CN2)C[C@@H](C(=O)O)N

MDL Number

MFCD00064340

Monoisotopic Mass

204.089877630

NSC Number

757373

Odor

Odorless;

Other Experimental

Decomposes at 289 deg C (rapid heating);Needles from methanol, decomposes at 251 deg C /Tryptophan hydrochloride/;IR: 8612 (Sadtler Research Laboratories IR Grating Collection) /Tryptophan (DL)/;UV: 3453 (Sadtler Research Laboratories Spectral Collection) /Tryptophan (DL)/;1H NMR: 582 (Sadtler Research Laboratories Spectral Collection) /Tryptophan (DL)/;MASS: 1229 (National Bureau of Standards EPA-NIH Mass Spectra Data Base, NSRDS-NBS-63) /Tryptophan (DL)/;1H NMR: 582 (Sadtler Research Laboratories Spectral Collection) /Tryptophan (D)/;MASS: 1229 (National Bureau of Standards EPA-NIH Mass Spectra Data Base, NSRDS-NBS-63) /Tryptophan (D)/;

Physical State

Solid

Refractive Index

-32 ° (C=1, H₂O)

Rotatable Bond Count

Topological Polar Surface Area

79.1 Å²

UNII

8DUH1N11BX

Vapor Pressure

2.1X10-9 mm Hg at 25 deg C (est);

Application

L-Tryptophan is an essential amino acid that plays a vital role in supporting normal growth in infants and maintaining nitrogen balance in adults, as it cannot be synthesized by human and animal bodies themselves. It must be obtained through consumption of tryptophan-rich proteins found in foods like chocolate, oats, milk, eggs, fish, and red meat. L-Tryptophan is primarily known for its potential in serving as a dietary supplement with antidepressant, anxiolytic, and sleep-inducing properties. By acting as a precursor to serotonin, a crucial neurotransmitter for mood regulation, it can help alleviate symptoms of depression and anxiety, manage sleep disorders such as sleep apnea, and address premenstrual syndrome. Furthermore, L-Tryptophan supports the management of pain tolerance and weight, providing a multifaceted approach to enhancing overall well-being.

December 10, 2024

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