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L-Kynurenine

Catalog No. T4928   CAS 2922-83-0
Synonyms: (S)-Kynurenine

L-Kynurenine ((S)-Kynurenine) is a key intermediate in the breakdown pathway of tryptophan. L-Kynurenine is a substrate of kynureninase, KMO, and KAT associated with the suppression of antitumor immune responses. It has been shown to inhibit allogeneic T-cell proliferation and to increase malignant U87 glioma cell invasion into a collagen matrix.

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L-Kynurenine Chemical Structure
L-Kynurenine, CAS 2922-83-0
Pack Size Availability Price/USD Quantity
50 mg In stock $ 42.00
1 mL * 10 mM (in DMSO) In stock $ 46.00
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Purity: 99.91%
Purity: 99.87%
Purity: 98.44%
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Biological Description
Chemical Properties
Storage & Solubility Information
Description L-Kynurenine ((S)-Kynurenine) is a key intermediate in the breakdown pathway of tryptophan. L-Kynurenine is a substrate of kynureninase, KMO, and KAT associated with the suppression of antitumor immune responses. It has been shown to inhibit allogeneic T-cell proliferation and to increase malignant U87 glioma cell invasion into a collagen matrix.
In vitro Kynurenine and its further breakdown products carry out diverse biological functions, including dilating blood vessels during inflammation and regulating the immune response. Some cancers increase kynurenine production thereby increasing tumor growth. L-kynurenine (Kyn) is an aryl hydrocarbon receptor (AHR) agonist that activates AHR-directed, naive T cell polarization to the anti-inflammatory Treg phenotype. Kynurenine activates AHR signaling at physiological concentrations in H1L7.5c3 cells and acts as an AHR agonist after a 24-hr exposure by inducing the AHR-regulated luciferase gene in H1L7.5c3 mouse hepatocyte cells.
In vivo Kynurenine expands rat and human arteries by activating Kv7 channels in the vascular smooth muscle, a process that leads to rat hypotension, partially reversible by inhibiting these channels. When L-kynurenine is given one hour before hypoxia-ischemia, it significantly prevents neurological damage in a dose-dependent manner, achieving full protection at 300 mg/kg. Additionally, this dosage inhibits the activation of c-fos in the cerebral cortex.
Synonyms (S)-Kynurenine
Molecular Weight 208.21
Formula C10H12N2O3
CAS No. 2922-83-0

Storage

Powder: -20°C for 3 years | In solvent: -80°C for 1 year

Solubility Information

DMSO: 50 mg/mL (240.14 mM), Sonification is recommended.

0.5M HCL: 50mg/mL

H2O: 4mg/mL(at 20°C)

TargetMolReferences and Literature

1. Kolho K L , Pessia A , Jaakkola T , et al. Faecal and serum metabolomics in paediatric inflammatory bowel disease[J]. Journal of Crohns & Colitis, 2017, 11(3):321-334. 2. Fukushima T , Iizuka H , Yokota A , et al. Quantitative Analyses of Schizophrenia-Associated Metabolites in Serum: Serum D-Lactate Levels Are Negatively Correlated with Gamma-Glutamylcysteine in Medicated Schizophrenia Patients[J]. PLOS ONE, 2014, 9. 3. Hartai Z , Klivenyi P , Janaky T , et al. Kynurenine metabolism in plasma and in red blood cells in Parkinson's disease[J]. Journal of the Neurological Sciences, 2005, 239(1):31-35. 4. Enhanced Tryptophan Degradation in Systemic Lupus Erythematosus[J]. Immunobiology, 2000, 201(5):0-630. 5. Widner B , Sepp N , Kowald E , et al. Degradation of tryptophan in patients with systemic lupus erythematosus[J]. Oxygen Transport to Tissue XXXIII, 1999, 467:571-577. 6. Sakakibara K, et al. Kynurenine causes vasodilation and hypotension induced by activation of KCNQ-encoded voltage-dependent K(+) channels. J Pharmacol Sci. 2015 Sep;129(1):31-7. 7. Moyer BJ, et al. Inhibition of the aryl hydrocarbon receptor prevents Western diet-induced obesity. Model for AHR activation by kynurenine via oxidized-LDL, TLR2/4, TGFβ, and IDO1. Toxicol Appl Pharmacol. 2016 Jun 1;300:13-24.

Related compound libraries

This product is contained In the following compound libraries:
Anti-Cancer Clinical Compound Library Anti-Cancer Drug Library Drug Repurposing Compound Library Human Endogenous Metabolite Library Anti-Cancer Active Compound Library Gut Microbial Metabolite Library Anti-Tumor Natural Product Library Natural Product Library Anti-Cancer Compound Library Nuclear Receptor Compound Library

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Keywords

L-Kynurenine 2922-83-0 Immunology/Inflammation Metabolism Endogenous Metabolite Aryl Hydrocarbon Receptor AhR Inhibitor Kynurenine inhibit L Kynurenine LKynurenine (S)-Kynurenine inhibitor

 

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