T3300

DL-Tryptophan

≥99% (HPLC)

• Synonym(s): (±)-α-Amino-3-indolepropionic acid, (±)-2-Amino-3-(3-indolyl)propionic acid, DL-3β-Indolylalanine
• Empirical Formula (Hill Notation): C₁₁H₁₂N₂O₂
• CAS Number: 54-12-6
• Molecular Weight: 204.23
• Beilstein/REAXYS Number: 86199
• EC Number: 200-194-9
• MDL number: MFCD00064339
• UNSPSC Code: 12352209
• PubChem Substance ID: 24900128
• NACRES: NA.26

Properties

• product name: DL-Tryptophan, ≥99% (HPLC)
• assay: ≥99% (HPLC)
• form: powder
• color: white to off-white
• mp: 289-290 °C (dec.) (lit.)
• solubility: methanol: water (7:3): soluble
• SMILES string: NC(Cc1c[nH]c2ccccc12)C(O)=O
• 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

Description

General description

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

Application

DL-Tryptophan has been used:

• as a medium supplement in Psilocybe atrobrunnea and Psilocybe serbica for the synthesis of psychotropic compounds
• as an optimal medium supplement for culturing yeast, Pichia stipitis
• for chiral separation experiments using Hewlett-Packard HP3D CE capillary electrophoresis system(HPCE)

Biochem/physiol Actions

DL-Tryptophan binding to bovine serum albumin is employed for its affinity based chromatographic purification. Supplementation of tryptophan in diets of rat induce bladder tumor.

Other Notes

Amino acid precursor of serotonin and melatonin

Preparation Note

Prepared from L-tryptophan produced by fermentation

Safety Information

• Storage Class: 11 - Combustible Solids
• wgk_germany: WGK 1
• flash_point_f: Not applicable
• flash_point_c: Not applicable
• ppe: Eyeshields, Gloves, type N95 (US)