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T3300 Sigma-Aldrich

DL-Tryptophan

≥99% (HPLC)

Synonym: (±)-α-Amino-3-indolepropionic acid, (±)-2-Amino-3-(3-indolyl)propionic acid, DL-3β-Indolylalanine

  • CAS Number 54-12-6

  • Empirical Formula (Hill Notation) C11H12N2O2

  • Molecular Weight 204.23

  •  Beilstein/REAXYS Number 86199

  •  EC Number 200-194-9

  •  MDL number MFCD00064339

  •  PubChem Substance ID 24900128

  •  NACRES NA.26

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Properties

Related Categories Amino Acids, Amino Acids & Derivatives, Biochemicals and Reagents, Chemical Biology, Chemical Synthesis,
Quality Level   200
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)

Packaging

5, 25, 100 g in poly bottle

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 & Documentation

Safety Information

Personal Protective Equipment 
RIDADR 
NONH for all modes of transport
WGK Germany 
WGK 1
Flash Point(F) 
Not applicable
Flash Point(C) 
Not applicable

Documents

Certificate of Analysis (COA)

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Certificate of Origin (COO)

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Protocols & Articles

Articles

HPLC Analysis of Tryptophan Enantiomers on Astec® CHIROBIOTIC® T

From our library of Articles, Sigma-Aldrich presents HPLC Analysis of Tryptophan Enantiomers on Astec® CHIROBIOTIC® T
Keywords: Chromatography, High performance liquid chromatography

Related Content

Amino Acids Reference Charts

Amino acids are the compounds or building blocks that make up peptides and proteins. Each amino acid is structured from an amino group and a carboxyl group bound to a tetrahedral carbon. This carbon ...
Keywords: Building blocks, Gene expression, Mass spectrometry

Peer-Reviewed Papers
15

References

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