Merck
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K8625

Sigma-Aldrich

L-Kynurenine

≥98% (HPLC)

Synonym(s):
L-2-Amino-4-(2-aminophenyl)-4-oxobutanoic acid, β-Anthraniloyl-L-alanine
Empirical Formula (Hill Notation):
C10H12N2O3
CAS Number:
Molecular Weight:
208.21
MDL number:
PubChem Substance ID:

Quality Level

assay

≥98% (HPLC)

form

powder

mp

219 °C

application(s)

detection

SMILES string

N[C@@H](CC(=O)c1ccccc1N)C(O)=O

InChI

1S/C10H12N2O3/c11-7-4-2-1-3-6(7)9(13)5-8(12)10(14)15/h1-4,8H,5,11-12H2,(H,14,15)/t8-/m0/s1

InChI key

YGPSJZOEDVAXAB-QMMMGPOBSA-N

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Application

L-Kynurenine has been used as a standard for indoleamine-2,3-dioxygenase (IDO) assay. It has also been used as a standard to extract and quantify kynurenine from cultured cells and media.

Biochem/physiol Actions

L-Kynurenine is a key intermediate in the breakdown of L-tryptophan and the formation of nicotinamide adenine dinucleotide (NAD+) via the kynurenine pathway. It is involved in a variety of neurological processes and diseases. L-Kynurenine is a substrate for kynureninase/kynurenine hydrolase; kynurenine 3-monooxygenase and kynurenine-oxoglutarate transaminase.
Key intermediate in the breakdown pathway of tryptophan.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificate of Analysis

Enter Lot Number to search for Certificate of Analysis (COA).

Certificate of Origin

Enter Lot Number to search for Certificate of Origin (COO).

More documents

Quotes and Ordering

Kynurenine Pathway Metabolites in Humans: Disease and Healthy States
Yiquan Chen
International Journal of Tryptophan Research : IJTR, 2, 1-19 (2009)
The Involvement of Neuroinflammation and Kynurenine Pathway in Parkinson's Disease
Anna Zinger
Parkinson's Disease (2011)
Extraction and Quantification of Tryptophan and Kynurenine from Cultured Cells and Media Using a High Performance Liquid Chromatography (HPLC) System Equipped with an Ultra-Sensitive Diode Array Detector
Jeffrey Kim
Bio-protocol, 6(7), e1781-e1781 (2016)
Evaluation of radiofluorinated carboximidamides as potential IDO-targeted PET tracers for cancer imaging
Xuan Huang
Oncotarget, 8(29), 46900-46914 (2017)
Cara C Schafer et al.
Oncotarget, 7(46), 75407-75424 (2016-10-06)
Indoleamine 2,3-dioxygenase (IDO) has been implicated in immune evasion by tumors. Upregulation of this tryptophan (Trp)-catabolizing enzyme, in tumor cells and myeloid-derived suppressor cells (MDSCs) within the tumor microenvironment (TME), leads to Trp depletion that impairs cytotoxic T cell responses

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