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T0254

Sigma-Aldrich

L-Tryptophan

reagent grade, ≥98% (HPLC)

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Synonym(s):
(S)-2-Amino-3-(3-indolyl)propionic acid, L-α-Amino-3-indolepropionic acid
Empirical Formula (Hill Notation):
C11H12N2O2
CAS Number:
Molecular Weight:
204.23
Beilstein:
86197
EC Number:
MDL number:
eCl@ss:
32160406
PubChem Substance ID:
NACRES:
NA.26

grade

reagent grade

Quality Level

Assay

≥98% (HPLC)

form

powder

color

white to off-white

mp

280-285 °C (dec.) (lit.)

solubility

0.5 M HCl: 50 mg/mL

application(s)

cell analysis

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

Gene Information

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1 of 4

This Item
T894151145V900470
L-Tryptophan reagent grade, ≥98% (HPLC)

Sigma-Aldrich

T0254

L-Tryptophan

Essential Grade
L-Tryptophan from non-animal source, meets EP, JP, USP testing specifications, suitable for cell culture, 99.0-101.0%

Sigma-Aldrich

T8941

L-Tryptophan

Premium Grade
L-Tryptophan certified reference material, TraceCERT®, Manufactured by: Sigma-Aldrich Production GmbH, Switzerland

Supelco

51145

L-Tryptophan

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

Sigma-Aldrich

V900470

L-Tryptophan

Essential Grade
assay

≥98% (HPLC)

assay

99.0-101.0%

assay

-

assay

≥98%

form

powder

form

powder

form

-

form

powder

color

white to off-white

color

white to yellow

color

white

color

white to off-white

mp

280-285 °C (dec.) (lit.)

mp

280-285 °C (dec.) (lit.)

mp

280-285 °C (dec.) (lit.)

mp

280-285 °C (dec.) (lit.)

solubility

0.5 M HCl: 50 mg/mL

solubility

1 M HCl: 10 mg/mL

solubility

-

solubility

-

Application

L-tryptophan has been used for the isolation of bone marrow–derived neutrophils. It has also been used to identify the use of Raman microscopy as a tool to study the network of neurons in pathologically normal retina.

Biochem/physiol Actions

Tryptophan (Trp) is a heterocyclic, essential amino acid associated with growth, reproduction and immunity. Increased availability of tryptophan is necessary for the regulation of mood, cognition and behavior. The uptake of tryptophan by the brain depends on the plasma ratio of Trp to all of the other large neutral amino acids. Higher the ratio, greater is the Trp uptake.

Other Notes

Amino acid precursor of serotonin and melatonin

Storage Class Code

11 - Combustible Solids

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)

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25G
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Raman microscopy of porcine inner retinal layers from the area centralis
J. Renwick
Molecular Vision (2007)
Tryptophan Catabolism Restricts IFN-??Expressing Neutrophils and Clostridium difficile Immunopathology
Mohamad El-Zaatari
Journal of Immunology (2014)
Effects of tryptophan loading on human cognition, mood, and sleep.
Neuroscience and Biobehavioral Reviews, 34(3) (2010)
Amino acids: metabolism, functions, and nutrition.
Wu G
Amino Acids (2009)
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

Articles

Serotonin Synthesis and Metabolism

Serotonin (5-hydroxytryptamine) is principally found stored in three main cell types - i) serotonergic neurons in the CNS and in the intestinal myenteric plexus, ii) enterochromaffin cells in the mucosa of the gastrointestinal tract, and iii) in blood platelets. Metabolism of serotonin is carried out primarily by the outer mitochondrial membrane enzyme monoamine oxidase (MAO), which occurs as two molecular subtypes called MAO-A and MAO-B.

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