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13441-51-5

13441-51-5 structure
13441-51-5 structure
  • Name: D-kynurenine
  • Chemical Name: D-kynurenine
  • CAS Number: 13441-51-5
  • Molecular Formula: C10H12N2O3
  • Molecular Weight: 208.214
  • Catalog: Biochemical Common amino acids and protein drugs
  • Create Date: 2018-08-07 17:58:07
  • Modify Date: 2025-08-25 11:55:39
  • D-kynurenine, a metabolite of D-tryptophan, can serve as the bioprecursor of kynurenic acid (KYNA) and 3-hydroxykynurenine. D-Kynurenine is an agonist for G protein-coupled receptor, GPR109B. D-Kynurenine is a substrate in a fluorometric assay of D-amino acid oxidase. D-kynurenine promotes epithelial-to-mesenchymal transition via activating aryl hydrocarbon receptor (AHR)[1][2][3][4].
Name D-kynurenine
Synonyms D-kynurenine
|A-Anthraniloyl-D-alanine
(2R)-2-Amino-4-(2-aminophenyl)-4-oxobutanoic acid
MFCD00133224
Benzenebutanoic acid, α,2-diamino-γ-oxo-, (αR)-
β-Anthraniloyl-D-alanine
D-2-Amino-4-(2-aminophenyl)-4-oxobutanoic acid
(R)-2-Amino-4-(2-aminophenyl)-4-oxobutanoic acid
Description D-kynurenine, a metabolite of D-tryptophan, can serve as the bioprecursor of kynurenic acid (KYNA) and 3-hydroxykynurenine. D-Kynurenine is an agonist for G protein-coupled receptor, GPR109B. D-Kynurenine is a substrate in a fluorometric assay of D-amino acid oxidase. D-kynurenine promotes epithelial-to-mesenchymal transition via activating aryl hydrocarbon receptor (AHR)[1][2][3][4].
Related Catalog
Target

Human Endogenous Metabolite

In Vitro D-kynurenine (10, 40, 60, and 100 µM) positively regulates the metastasis of 95D cells, a lung cancer cell line, which is reduced upon siRNAAhr treatment. Significant enhancement VIM expression was detected in the presence of D-kynurenine (10 and 40 µM). 10 µM D-kynurenine markedly attenuates E-cadherin level. 10 µM D-kynurenine-mediated changes of VIM and E-cadherin are substantially attenuated on siRNAAhr treatment as well. The evidences-10/40 µM D-kynurenine-induced up-regulation of CYP1A1, 10 µM D-kynurenine-induced increase of nuclear transfer of Ahr, and 10/40/60/100 µM D-kynurenine-induced enhancement of DER-luciferase activity-indicated that D-kynurenine Is capable of activating Ahr in fact[4].
References

[1]. Wang XD, et al. A method for the determination of D-kynurenine in biological tissues. Anal Bioanal Chem. 2013 Dec;405(30):9747-54.

[2]. Irukayama-Tomobe Y, et al. Aromatic D-amino acids act as chemoattractant factors for human leukocytes through a G protein-coupled receptor, GPR109B. Proc Natl Acad Sci U S A. 2009 Mar 10;106(10):3930-4.

[3]. Kozaki A, et al. Fluorimetric assay for D-amino acid oxidase activity in rat brain homogenate by using D-kynurenine as a substrate. Biosci Trends. 2012 Oct;6(5):241-7.

[4]. Duan Z, et al. Promoting epithelial-to-mesenchymal transition by D-kynurenine via activating aryl hydrocarbon receptor. Mol Cell Biochem. 2018 Nov;448(1-2):165-173.
Density 1.3±0.1 g/cm3
Boiling Point 466.6±45.0 °C at 760 mmHg
Molecular Formula C10H12N2O3
Molecular Weight 208.214
Flash Point 236.0±28.7 °C
Exact Mass 208.084793
PSA 106.41000
LogP 1.09
Vapour Pressure 0.0±1.2 mmHg at 25°C
Index of Refraction 1.626
Personal Protective Equipment Eyeshields;Gloves;type N95 (US);type P1 (EN143) respirator filter
RIDADR NONH for all modes of transport
WGK Germany 3
HS Code 2922509090
343-65-7 structure

343-65-7

~%

2922-83-0 structure

2922-83-0

13441-51-5 structure

13441-51-5

Literature: WO2010/148191 A2, ; Page/Page column 45-49; 61 ;
153-94-6 structure

153-94-6

~%

13441-51-5 structure

13441-51-5

Literature: Biochemistry, , vol. 49, # 12 p. 2647 - 2656
Precursor  2

DownStream  0

HS Code 2922509090
Summary 2922509090. other amino-alcohol-phenols, amino-acid-phenols and other amino-compounds with oxygen function. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:30.0%
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