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Merck
CN

T4196

L-Tryptophan

Synonym(s):

(S)-2-Amino-3-(3-indolyl)propionic acid, L-α-Amino-3-indolepropionic acid

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About This Item

Empirical Formula (Hill Notation):
C11H12N2O2
CAS Number:
73-22-3
Molecular Weight:
204.23
EC Number:
200-795-6
UNSPSC Code:
12352209
NACRES:
NA.26
Beilstein/REAXYS Number:
86197
MDL number:
MFCD00064340

Key Documents

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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)/t9-/m0/s1

InChI key

QIVBCDIJIAJPQS-VIFPVBQESA-N

SMILES string

N[C@@H](Cc1c[nH]c2ccccc12)C(O)=O

biological source

non-animal source

assay

≥98.5%

form

crystalline powder

manufacturer/tradename

Ajinomoto

technique(s)

cell culture | mammalian: suitable

impurities

endotoxin, heavy metals, residual solvents, tested

mp

280-285 °C (dec.) (lit.)

solubility

1 M HCl: 10 mg/mL

application(s)

pharmaceutical (small molecule)

foreign activity

cytotoxicity, tested

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General description

To request documentation for this product, please contact Customer Support and select ‘Product Documentation′. Please note that access to documentation for this product requires a confidentiality disclosure agreement.

Application

L-Tryptophan is an essential amino acid. It is naturally found in animal and plant protein. It can be used as a cell culture media component for the commercial biomanufacture of therapeutic recombinant proteins and monoclonal antibodies.

Other Notes

Amino acid precursor of serotonin and melatonin

Storage Class

13 - Non 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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Certificates of Analysis (COA)

Lot/Batch Number
CDBF1097
CDBF1098
CDBF1099
CDBD6836
CDBD6837

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Kei Hiruma et al.
Proceedings of the National Academy of Sciences of the United States of America, 110(23), 9589-9594 (2013-05-23)
The hypersensitive response (HR) is a type of strong immune response found in plants that is accompanied by localized cell death. However, it is unclear how HR can block a broad range of pathogens with different infective modes. In this
Annemieke T van der Goot et al.
Trends in molecular medicine, 19(6), 336-344 (2013-04-09)
Aging is an important risk factor for many debilitating diseases, including cancer and neurodegeneration. In model organisms, interfering with metabolic signaling pathways, including the insulin/insulin-like growth factor (IGF) 1 (IIS) and TOR pathways, can protect against age-related pathologies and increase
Michael Platten et al.
Cancer research, 72(21), 5435-5440 (2012-10-24)
Tryptophan catabolism in cancer is increasingly being recognized as an important microenvironmental factor that suppresses antitumor immune responses. It has been proposed that the essential amino acid tryptophan is catabolized in the tumor tissue by the rate-limiting enzyme indoleamine-2,3-dioxygenase (IDO)
Simon N Young
Philosophical transactions of the Royal Society of London. Series B, Biological sciences, 368(1615), 20110375-20110375 (2013-02-27)
Acute tryptophan depletion (ATD) studies indicate that low serotonin can lower mood and also increase aggression, although results vary somewhat between studies with similar participants. Lowering of mood after ATD is related to the susceptibility of the study participants to
Dirk E M Geurts et al.
The Journal of neuroscience : the official journal of the Society for Neuroscience, 33(48), 18932-18939 (2013-11-29)
Adaptive decision-making involves interaction between systems regulating Pavlovian and instrumental control of behavior. Here we investigate in humans the role of serotonin in such Pavlovian-instrumental transfer in both the aversive and the appetitive domain using acute tryptophan depletion, known to
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