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L-Tryptophan

L-Tryptophan

Tryptophan (abbreviated as Trp or W; encoded by the codon UGG) is an ɑ-amino acid that is used in the biosynthesis of proteins. It contains an α-amino group (which is in the protonated –+NH3 form under biological conditions), an α-carboxylic acid group (which is in the deprotonated –COO- form under biological conditions), and a side chain indole, classifying it as a non-polar, aromatic amino acid. It is essential in humans, meaning the body cannot synthesize it and thus it must be obtained from the diet.

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Product Description


IUPAC name

Tryptophan or (2S)-2-amino-3-(1H-indol-3-yl)propanoic acid
Other names

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

CAS Number
73-22-3
ChEBI CHEBI:27897
ChEMBL ChEMBL54976
ChemSpider 6066
DrugBank DB00150
IUPHAR/BPS
717
Jmol interactive 3D Image
KEGG D00020
PubChem 6305
UNII 8DUH1N11BX
InChI[show]
SMILES[show]

Chemical formula
C11H12N2O2
Molar mass 204.23 g·mol−1
Solubility in water
Soluble: 0.23 g/L at 0 °C,

11.4 g/L at 25 °C,
17.1 g/L at 50 °C,
27.95 g/L at 75 °C

Solubility Soluble in hot alcohol, alkali hydroxides; insoluble in chloroform.
Acidity (pKa) 2.38 (carboxyl), 9.39 (amino)[1]

ATC code N06AX02

Structure and
properties
Refractive index (n),
Dielectric constant (εr), etc.
Thermodynamic
data
Phase behaviour
solid–liquid–gas
Spectral data
UV, IR, NMR, MS