T0254

Sigma-Aldrich

L-Tryptophan

reagent grade, ≥98% (HPLC)

Synonym(s):
L-α-Amino-3-indolepropionic acid, (S)-2-Amino-3-(3-indolyl)propionic acid
Empirical Formula (Hill Notation):
C11H12N2O2
CAS Number:
Molecular Weight:
204.23
Beilstein/REAXYS Number:
86197
EC Number:
MDL number:
eCl@ss:
32160406
PubChem Substance ID:
NACRES:
NA.26
Pricing and availability is not currently available.

Quality Level

grade

reagent grade

assay

≥98% (HPLC)

form

powder

application(s)

cell analysis: suitable

color

white to off-white

mp

280-285 °C (dec.) (lit.)

solubility

0.5 M HCl: 50 mg/mL

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

human ... TDO2(6999), TPH1(7166), TPH2(121278)

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Related Categories

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.

Packaging

1, 5, 25, 100, 500 g in poly bottle
1 kg in poly bottle

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

Personal Protective Equipment

dust mask type N95 (US),Eyeshields,Gloves

RIDADR

NONH for all modes of transport

WGK Germany

WGK 1

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificate of Analysis
Certificate of Origin
Raman microscopy of porcine inner retinal layers from the area centralis
J. Renwick
Molecular Vision (2007)
Effects of tryptophan loading on human cognition, mood, and sleep.
Neuroscience and Biobehavioral Reviews, 34(3) (2010)
Tryptophan Catabolism Restricts IFN-??Expressing Neutrophils and Clostridium difficile Immunopathology
Mohamad El-Zaatari
Journal of Immunology (2014)
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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