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L-KYNURENINE

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L-KYNURENINE Basic information

Product Name:
L-KYNURENINE
Synonyms:
  • Tryptophan Impurity 3(Tryptophan EP Impurity C)
  • JACS-2922-83-0
  • L-2-AMINO-3-(2-AMINOBENZOYL)PROPIONIC ACID
  • L-2-AMINO-4-[2-AMINOPHENYL]-4-OXOBUTANOIC ACID
  • L-KYNURENINE
  • L-kynurenine free base
  • β-Anthraniloyl-L-alanine
  • β-Anthraniloyl-L-alanine, L-2-Amino-4-(2-aminophenyl)-4-oxobutanoic acid
CAS:
2922-83-0
MF:
C10H12N2O3
MW:
208.21
Product Categories:
  • Amino Acids
  • Amino Acids
  • Biochemistry
  • non-Proteinorganic Amino Acids
Mol File:
2922-83-0.mol
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L-KYNURENINE Chemical Properties

Melting point:
219 °C
Boiling point:
466.6±45.0 °C(Predicted)
Density 
1.343±0.06 g/cm3(Predicted)
refractive index 
-33 ° (C=0.4, H2O)
storage temp. 
under inert gas (nitrogen or Argon) at 2–8 °C
solubility 
Soluble in DMSO (up to 2 mg/ml) or in Water (up to 2 mg/ml).
pka
2.21±0.23(Predicted)
form 
crystalline
color 
light yellow
optical activity
-30.525 (H2O)
Merck 
14,5328
Stability:
Stable for 2 years as supplied. Solutions in DMSO or distilled water may be stored at -20° for up to 3 months.
InChIKey
YGPSJZOEDVAXAB-QMMMGPOBSA-N
CAS DataBase Reference
2922-83-0(CAS DataBase Reference)
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Safety Information

WGK Germany 
3
RTECS 
CY9049700
HS Code 
2922500090

MSDS

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L-KYNURENINE Usage And Synthesis

Description

Kynurenine (2922-83-0) is a tryptophan catabolite.1?Endogenous tumor-promoting ligand of the human aryl hydrocarbon receptor (AhR). Constitutively generated by human tumor cells via the action of the tryptophan degrading enzyme, tryptophan-2,3-dioxygenase (TDO). Kynurenine suppresses antitumor immune responses and promotes tumor cell survival and motility.2

Uses

L-Kynurenine has been used as a standard for indoleamine-2,3-dioxygenase (IDO) assay. It has also been used as a standard to extract and quantify kynurenine from cultured cells and media.

Definition

ChEBI: A kynurenine that has L configuration.

Biochem/physiol Actions

Key intermediate in the breakdown pathway of tryptophan.

storage

Store at RT

References

References/Citations 1) Ibana?et al. (2011),?Inhibition of indoleamine 2,3-dioxygenase activity by levo-1-methyl tryptophan blocks gamma interferon-induced Chlaydia trachomatis persistence in human epithelial cells; Infect. Immun.,?79?4425 2) Opitz?et al. (2011),?An endogenous tumour-promoting ligand of the human aryl hydrocarbon receptor; Nature,?478?197

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