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L-Kynurenine-d4

(Synonyms: 3-anthraniloyl-Alanine-d4, L-KYN-d4) 目录号 : GC49505

An internal standard for the quantification of kynurenine

L-Kynurenine-d4 Chemical Structure

Cas No.:2672568-86-2

规格 价格 库存 购买数量
500 µg
¥1,095.00
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1 mg
¥1,856.00
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5 mg
¥7,661.00
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Sample solution is provided at 25 µL, 10mM.

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产品描述

L-Kynurenine-d4 is intended for use as an internal standard for the quantification of kynurenine by GC- or LC-MS. L-Kynurenine is an active metabolite of tryptophan .1 It is formed from tryptophan via tryptophan 2,3-dioxygenase (TDO) or indoleamine 2,3-dioxygenase (IDO). L-Kynurenine binds to the aryl hydrocarbon receptor (AhR; Kd = ~4 µM) and increases the activity of ethoxyresorufin-O-deethylase (EROD) in H-4-II-E rat hepatoma cells (EC50 = 12.3 µM).2 It decreases intracellular concentrations of NAD+ in, and increases lactate dehydrogenase (LDH) activity in the supernatant of, primary human astrocytes and neurons in a concentration-dependent manner.3 L-Kynurenine in combination with IFN-γ reduces lung injury induced by A. fumigatus infection in the p47phox-/- mouse model of chronic granulomatous disease.4

1.Stone, T.W., Forrest, C.M., and Darlington, L.G.Kynurenine pathway inhibition as a therapeutic strategy for neuroprotectionFEBS J.279(8)1386-1397(2012) 2.Opitz, C.A., Litzenburger, U.M., Sahm, F., et al.An endogenous tumour-promoting ligand of the human aryl hydrocarbon receptorNature478(7368)197-203(2011) 3.Braidy, N., Grant, R., Brew, B.J., et al.Effects of kynurenine pathway metabolites on intracellular NAD+ synthesis and cell death in human primary astrocytes and neuronsInt. J. Tryptophan Res.261-69(2009) 4.Romani, L., Fallarino, F., De Luca, A., et al.Defective tryptophan catabolism underlies inflammation in mouse chronic granulomatous diseaseNature451(7175)211-215(2008)

Chemical Properties

Cas No. 2672568-86-2 SDF Download SDF
别名 3-anthraniloyl-Alanine-d4, L-KYN-d4
Canonical SMILES [2H]C1=CC([2H])=C(N)C(C(C([2H])([C@@H](C(O)=O)N)[2H])=O)=C1
分子式 C10H8D4N2O3 分子量 212.2
溶解度 DMF: 0.5mg/mL,DMSO: 1mg/mL,Ethanol: 2mg/mL 储存条件 -20°C
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1 mg 5 mg 10 mg
1 mM 4.7125 mL 23.5627 mL 47.1254 mL
5 mM 0.9425 mL 4.7125 mL 9.4251 mL
10 mM 0.4713 mL 2.3563 mL 4.7125 mL
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Research Update

Selective ion monitoring of tryptophan, N-acetyltryptophan and kynurenine in human serum. Application to the in vivo measurement of tryptophan pyrrolase activity

J Chromatogr 1978 Oct 1;158:305-12.PMID:721934DOI:10.1016/s0021-9673(00)89975-6

A specific method is described for the determination of deuterated and non-deuterated N-acetyltryptophan, tryptophan and kynurenine in human serum and urine using gas chromatography-mass fragmentography. N-Acetyltryptophan was analysed as the N-trimethylsilyl methyl ester derivative; tryptophan and kynurenine were converted into their N-pentafluoropropionyl methyl esters. N-Acetyl-DL-tryptophan-d11, tryptophan-d8 and kynurenine-d2 were used as internal standards. The coefficients of variation were found to be about 8% (n = 9) for tryptophan and N-acetyltryptophan and about 2.4% (n = 9) for kynurenine. Using this method, an in vivo determination of the tryptophan pyrrolase activity [L-tryptophan oxygen 2,3-oxidoreductase (decyclizing), E.C. 1.13.11.11] is possible by loading the subjects with deuterated L-tryptophan-d5 and subsequently measuring the deuterated L-Kynurenine-d4 formed and the residual L-tryptophan-d5.