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K2380

D-Kynurenine

Name: <SC>D</SC>-Kynurenine
Brand: SIGMA

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:

13441-51-5

Molecular Weight:

208.21

NACRES:

NA.26

PubChem Substance ID:

24896220

UNSPSC Code:

12352202

MDL number:

MFCD00133224

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Properties

assay

≥98% (TLC)

form

powder

technique(s)

ligand binding assay: suitable

color

faint yellow to yellow

application(s)

cell analysis

SMILES string

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

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

InChI key

YGPSJZOEDVAXAB-MRVPVSSYSA-N

Description

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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Kynurenine produced by indoleamine 2,3-dioxygenase 2 exacerbates acute liver injury by carbon tetrachloride in mice.

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.

Inhibition of D-amino acid oxidase activity by antipsychotic drugs evaluated by a fluorometric assay using D-kynurenine as substrate.

Sumiko Iwasa et al.

Yakugaku zasshi : Journal of the Pharmaceutical Society of Japan, 131(7), 1111-1116 (2011-07-02)

A facile fluorometric assay using D-kynurenine as a substrate was utilized for evaluating the inhibition of D-amino acid oxidase (DAAO), which is one of the products of a susceptibility gene for schizophrenia, by commercial antipsychotic drugs, namely, chlorpromazine (CPZ), carbamazepine

Purification and biochemical characterization of some of the properties of recombinant human kynureninase.

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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Global Trade Item Number

SKU	GTIN
K2380-25MG	04061832416687