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Merck

T3300

DL-Tryptophan

≥99% (HPLC)

Synonym(s):

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

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About This Item

Empirical Formula (Hill Notation):
C11H12N2O2
CAS Number:
54-12-6
Molecular Weight:
204.23
NACRES:
NA.26
PubChem Substance ID:
24900128
UNSPSC Code:
12352209
EC Number:
200-194-9
MDL number:
MFCD00064339
Beilstein/REAXYS Number:
86199

Key Documents

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Product Name

DL-Tryptophan, ≥99% (HPLC)

InChI key

QIVBCDIJIAJPQS-UHFFFAOYSA-N

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)

SMILES string

NC(Cc1c[nH]c2ccccc12)C(O)=O

assay

≥99% (HPLC)

form

powder

color

white to off-white

mp

289-290 °C (dec.) (lit.)

solubility

methanol: water (7:3): soluble

Quality Level

200

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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.

General description

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

Other Notes

Amino acid precursor of serotonin and melatonin

Preparation Note

Prepared from L-tryptophan produced by fermentation

Storage Class

11 - Combustible Solids

wgk

WGK 1

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

T3300-5G: + T3300-BULK: + T3300-25G: + T3300-100G: + T3300-1G: + T3300-VAR:

jan

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Certificates of Analysis (COA)

Lot/Batch Number
0000173275
0000173269
SLCR5001
SLBX6143
0000173275

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Promoting effect of saccharin and DL-tryptophan in urinary bladder carcinogenesis
Cohen SM, et al.
Cancer Research, 39(4), 1207-1217 (1979)
Chiral separation of aromatic amino acids by capillary electrophoresis
Bjergegaard C, et al.
Journal of Chromatography A, 836(1), 137-146 (1999)
Crystal structure of DL-Tryptophan at 173K
Hubschle CB, et al.
Crystal Research and Technology, 39(3), 274-278 (2004)
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)
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)
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