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K8625

Sigma-Aldrich

L-Kynurenine

≥98% (HPLC)

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

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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This Item
K375061250T2006
L-Kynurenine ≥98% (HPLC)

Sigma-Aldrich

K8625

L-Kynurenine

DL-Kynurenine ≥95.0% (NT)

Sigma-Aldrich

61250

DL-Kynurenine

form

powder

form

crystalline

form

powder

form

powder

mp

219 °C

mp

-

mp

~235 °C (dec.)

mp

239 °C (dec.) (lit.)

Quality Level

200

Quality Level

200

Quality Level

100

Quality Level

200

application(s)

detection

application(s)

-

application(s)

peptide synthesis

application(s)

-

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

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Customers Also Viewed

The Involvement of Neuroinflammation and Kynurenine Pathway in Parkinson's Disease
Anna Zinger
Parkinson's Disease (2011)
Kynurenine Pathway Metabolites in Humans: Disease and Healthy States
Yiquan Chen
International Journal of Tryptophan Research : IJTR, 2, 1-19 (2009)
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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