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V900470

Sigma-Aldrich

L-Tryptophan

≥98%, Vetec™

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
Beilstein:
86197
EC Number:
200-795-6
MDL number:
MFCD00064340
UNSPSC Code:
12352209
PubChem Substance ID:
329829871

Product Name

L-Tryptophan, Vetec™, reagent grade, ≥98%

grade

reagent grade

product line

Vetec™

Assay

≥98%

form

powder

color

white to off-white

mp

280-285 °C (dec.) (lit.)

SMILES string

N[C@@H](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)/t9-/m0/s1

InChI key

QIVBCDIJIAJPQS-VIFPVBQESA-N

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Other Notes

Amino acid precursor of serotonin and melatonin

Legal Information

Vetec is a trademark of Merck KGaA, Darmstadt, Germany

Storage Class Code

11 - Combustible Solids

WGK

WGK 1

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
WXBF1813V
WXBD5028V
WXBC8754V
WXBC5903V
WXBB1142

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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
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
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
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