D-kynurenine
D-kynurenine structure
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Common Name | D-kynurenine | ||
|---|---|---|---|---|
| CAS Number | 13441-51-5 | Molecular Weight | 208.214 | |
| Density | 1.3±0.1 g/cm3 | Boiling Point | 466.6±45.0 °C at 760 mmHg | |
| Molecular Formula | C10H12N2O3 | Melting Point | N/A | |
| MSDS | Chinese USA | Flash Point | 236.0±28.7 °C | |
Use of D-kynurenineD-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 |
|---|---|
| Synonym | More Synonyms |
| 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]. |
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| 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 |
| 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 |
| InChIKey | YGPSJZOEDVAXAB-MRVPVSSYSA-N |
| SMILES | Nc1ccccc1C(=O)CC(N)C(=O)O |
| 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 |
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D-kynurenine CAS#:13441-51-5 |
| Literature: WO2010/148191 A2, ; Page/Page column 45-49; 61 ; |
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D-kynurenine CAS#:13441-51-5 |
| Literature: Biochemistry, , vol. 49, # 12 p. 2647 - 2656 |
| Precursor 2 | |
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| DownStream 0 | |
| HS Code | 2922509090 |
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| 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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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. 106 , 3930-3934, (2009) GPR109B (HM74) is a putative G protein-coupled receptor (GPCR) whose cognate ligands have yet to be characterized. GPR109B shows a high degree of sequence similarity to GPR109A, another GPCR that was ... |
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Purification and biochemical characterization of some of the properties of recombinant human kynureninase.
Eur. J. Biochem. 269 , 2069-2074, (2002) Recombinant human kynureninase (L-kynurenine hydrolase, EC 3.7.1.3) was purified to homogeneity (60-fold) from Spodoptera frugiperda (Sf9) cells infected with baculovirus containing the kynureninase g... |
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Changes in the plasma concentrations of D-kynurenine and kynurenic acid in rats after intraperitoneal administration of tryptophan enantiomers.
Chirality 22 , 901-916, (2010) An aqueous solution of enantiomerically pure tryptophan (Trp), namely, D-Trp or L-Trp (100 mg/kg), was administered intraperitoneally to male Sprague-Dawley rats. The time-course profiles of the rat p... |
| 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 |
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