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:
Molecular Weight:
204.23
NACRES:
NA.26
PubChem Substance ID:
UNSPSC Code:
12352209
EC Number:
200-194-9
MDL number:
Beilstein/REAXYS Number:
86199
Product Name
DL-Tryptophan, ≥99% (HPLC)
Quality Level
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
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.
Preparation Note
Prepared from L-tryptophan produced by fermentation
Other Notes
Amino acid precursor of serotonin and melatonin
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Storage Class
11 - Combustible Solids
wgk
WGK 1
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Gloves, type N95 (US)
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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)
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)
Chiral separation of aromatic amino acids by capillary electrophoresis
Bjergegaard C, et al.
Journal of Chromatography A, 836(1), 137-146 (1999)
Global Trade Item Number
| SKU | GTIN |
|---|---|
| T3300-100G | 04061837344145 |
| T3300-25G | 04061837344152 |
| T3300-5G | 04061837344169 |