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T0254

Sigma-Aldrich

L-Tryptophan

≥98% (HPLC)

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:
Molecular Weight:
204.23
Beilstein/REAXYS Number:
86197
EC Number:
MDL number:
UNSPSC Code:
12352209
eCl@ss:
32160406
PubChem Substance ID:
NACRES:
NA.26

product name

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

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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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

11 - Combustible Solids

wgk_germany

WGK 1

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)


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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)
George Anderson et al.
Progress in neuro-psychopharmacology & biological psychiatry, 42, 101-114 (2012-08-30)
Schizophrenia and depression are two common and debilitating psychiatric conditions. Up to 61% of schizophrenic patients have comorbid clinical depression, often undiagnosed. Both share significant overlaps in underlying biological processes, which are relevant to the course and treatment of both

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