L-KYNURENINE
Synonym(s):β-Anthraniloyl-L -alanine;L -2-Amino-4-(2-aminophenyl)-4-oxobutanoic acid
- CAS NO.:2922-83-0
- Empirical Formula: C10H12N2O3
- Molecular Weight: 208.21
- MDL number: MFCD00069912
- SAFETY DATA SHEET (SDS)
- Update Date: 2024-11-19 23:02:33
What is L-KYNURENINE?
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
The Uses of L-KYNURENINE
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.
What are the applications of Application
L-Kynurenine is an intermediate able to suppress the antitumor immune response
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
Properties of L-KYNURENINE
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). |
form | crystalline |
pka | 2.21±0.23(Predicted) |
color | light yellow |
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. |
CAS DataBase Reference | 2922-83-0(CAS DataBase Reference) |
Safety information for L-KYNURENINE
Signal word | Warning |
Pictogram(s) |
Exclamation Mark Irritant GHS07 |
GHS Hazard Statements |
H302:Acute toxicity,oral H315:Skin corrosion/irritation H319:Serious eye damage/eye irritation H335:Specific target organ toxicity, single exposure;Respiratory tract irritation |
Precautionary Statement Codes |
P261:Avoid breathing dust/fume/gas/mist/vapours/spray. P280:Wear protective gloves/protective clothing/eye protection/face protection. P301+P312:IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell. P302+P352:IF ON SKIN: wash with plenty of soap and water. P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing. |
Computed Descriptors for L-KYNURENINE
InChIKey | YGPSJZOEDVAXAB-QMMMGPOBSA-N |
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