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Quality Product DL-Tryptophan丨CAS 54-12-6
DL-Tryptophan is a racemic mixture of D-tryptophan and L-tryptophan, containing both stereoisomeric forms of the essential amino acid tryptophan. Its molecular structure features an indole ring, an amino group, and a carboxyl group, making it useful in amino acid chemistry, biochemical research, and the synthesis of specialized organic compounds. The combination of its aromatic side chain and defined racemic composition makes DL-Tryptophan relevant to studies of stereochemistry, molecular interactions, and amino acid derivatives.
Chemical Identifiers
| 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) |
| InChI Key | QIVBCDIJIAJPQS-UHFFFAOYSA-N |
| Smiles | C1=CC=C2C(=C1)C(=CN2)CC(C(=O)O)N |
| EC No. | 200-194-9 |
| MDL No. | MFCD00064339 |
| PubChem CID | 1148 |
Applications
Pharmaceutical Research and Drug Discovery
Tryptophan-derived structures are investigated in medicinal chemistry because aromatic amino acid frameworks occur in many biologically active molecules. DL-Tryptophan may serve as a starting material for preparing selected amino acid derivatives and indole-containing compounds for pharmaceutical research. Its racemic composition can also support comparative studies of stereochemistry and molecular activity, depending on the research objective.
Biochemical and Metabolic Research
Tryptophan is involved in protein synthesis and several important metabolic pathways. DL-Tryptophan can be used in specialized laboratory studies investigating amino acid stereochemistry, enzyme selectivity, and differences between D- and L-amino acids. Researchers should distinguish the behavior of the two enantiomers when interpreting biochemical results because their interactions with biological systems may differ.
Chiral Synthesis and Amino Acid Derivatives
Peptide Chemistry and Molecular Design
Tryptophan is an important amino acid in peptide research because its aromatic side chain can influence molecular conformation and interactions with other molecules. DL-Tryptophan may be used in research involving modified peptides, amino acid derivatives, and stereochemistry-dependent molecular properties. For applications requiring a defined peptide sequence, the individual D- or L-enantiomer should be selected according to the intended design.
