L-Tryptophan

Tryptophan is an aromatic amino acid that was discovered by Frederick Hopkins in 1901 when it was isolated from a pancreatic digest of casein. From 600 grams of crude casein one obtains 4-8 grams of tryptophan.

IUPAC Name: (2S)-2-Amino-3-(1H-indol-3-yl)propanoic acid
Symbol: Trp or W
Molecular Weight: 204.22518 g/mol
Molecular Formula: C11H12N2O2
Canonical SMILES: C1=CC=C2C(=C1)C(=CN2)CC(C(=O)O)N
Isomeric SMILES: C1=CC=C2C(=C1)C(=CN2)C[C@@H](C(=O)O)N
InChIKey Identifier: QIVBCDIJIAJPQS-FKOBDKTLDJ
CAS Number: 73-22-3
MDL Number: MFCD00064340
Melting point: 280-285 °C
Solubility in water: 11,4 g/L (20 °C)
2D Molfile: Get the molfile
3D PDB file: Get the PDB file
Other names: TRP; 2-Amino-3-(1H-indol-3-yl)propanoic acid; (S)-2-Amino-3-(3-indolyl)propionic acid; L- alpha-Amino-3-indolepropionic acid; alpha'-Amino-3-indolepropionic acid; Indole-3-alanine; Indole-3-propionic acid, alpha-amino-; 1-beta-3-Indolylalanine; Propionic acid, 2-amino-3-indol-3-yl-

Load 3D Structure of Tryptophan

L-Tryptophan is the essential building block for many life-giving biomolecules, including structural proteins, enzymes and the neurotransmitters, serotonin and melatonin. Serotonin has many diverse physiological functions such as pain perception, affective disorders, and sleep, temperature and blood pressure. Triptophan has been implicated as a possible explanation of central fatigue.

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