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Merck
CN

K2380

D-Kynurenine

Synonym(s):

β-Anthraniloyl-D-alanine, D-2-Amino-4-(2-aminophenyl)-4-oxobutanoic acid

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About This Item

Empirical Formula (Hill Notation):
C10H12N2O3
CAS Number:
Molecular Weight:
208.21
NACRES:
NA.26
PubChem Substance ID:
UNSPSC Code:
12352202
MDL number:
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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-/m1/s1

SMILES string

N[C@H](CC(=O)c1ccccc1N)C(O)=O

InChI key

YGPSJZOEDVAXAB-MRVPVSSYSA-N

assay

≥98% (TLC)

form

powder

technique(s)

ligand binding assay: suitable

color

faint yellow to yellow

application(s)

cell analysis

Biochem/physiol Actions

D-Kynurenine may be used along with L-kynurenine to assess the specificity and kinetics of kynurenine metabolizing enzymes. D-Kynurenine is used to study the selectivity and activity of the G protein-coupled receptor, GPR109B. D-Kynurenine is used as a substrate in a fluorometric assay of D-amino acid oxidase.

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)


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Masato Hoshi et al.
Toxicology, 438, 152458-152458 (2020-04-15)
Kynurenine (Kyn) plays an important role as an immune check-point molecule and regulates various immune responses through its aryl hydrocarbon receptor (Ahr). Kyn is synthesized by indoleamine 2,3-dioxygenase (Ido) and tryptophan 2,3-dioxygenase (Tdo). Ido contributes approximately 90% of tryptophan catabolism.
Aysha Sarfraz Rizvi et al.
Journal of chromatography. A, 1622, 461128-461128 (2020-04-26)
We present high resolution fast, cost-effective and sensitive Capillary zone electrophoresis (CZE) methods for determination of enantiomeric compounds of Kynurenine pathway, i.e. D, L-Kynurenine (KYN), in human serum and urine samples by cationic-β-CD and its synergistic dual chiral selector system
Kana Ishii et al.
Chirality, 22(10), 901-906 (2010-09-28)
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 plasma concentrations of D-kynurenine (KYN), L-KYN, and kynurenic acid (KYNA), which are metabolites
Olger Huaman et al.
Research in veterinary science, 124, 212-222 (2019-03-30)
Little information is currently available on therapeutic features of bovine mesenchymal stem cells (MSCs), despite the development of large animal experimental models including cattle may open alternative strategies for investigating MSC physiology and eventual applications for regenerative therapy. The aim
Harold A Walsh et al.
European journal of biochemistry, 269(8), 2069-2074 (2002-05-03)
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 gene. The purification protocol comprised ammonium sulfate precipitation and several chromatographic steps, including DEAE-Sepharose CL-6B, hydroxyapatite, strong

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