Skip to Content
Merck
CN
All Photos(4)

Documents

T3300

Sigma-Aldrich

DL-Tryptophan

≥99% (HPLC)

Sign Into View Organizational & Contract Pricing
All Photos(4)
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:
86199
EC Number:
200-194-9
MDL number:
MFCD00064339
UNSPSC Code:
12352209
PubChem Substance ID:
24900128
NACRES:
NA.26

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

Looking for similar products? Visit Product Comparison Guide

Related Categories

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

WGK

WGK 1

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Culture nutrition and physiology impact the inhibitor tolerance of the yeast Pichia stipitis NRRL Y-7124
Slininger PJ, et al.
Biotechnology and Bioengineering, 102(3), 778-790 (2009)
Promoting effect of saccharin and DL-tryptophan in urinary bladder carcinogenesis
Cohen SM, et al.
Cancer Research, 39(4), 1207-1217 (1979)
Phylogenetic and chemical studies in the potential psychotropic species complex of Psilocybe atrobrunnea with taxonomic and nomenclatural notes
Borovivcka J, et al.
Persoonia, 34(4), 1-1 (2015)
Crystal structure of DL-Tryptophan at 173K
Hubschle CB, et al.
Crystal Research and Technology, 39(3), 274-278 (2004)
Resolution of DL-tryptophan by affinity chromatography on bovine-serum albumin-agarose columns
Stewart KK and Doherty RF
Proceedings of the National Academy of Sciences of the USA, 70(10), 2850-2852 (1973)
View All Related Papers

Chromatograms

application for HPLC

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service