Introduction：Basic information about L-KYNURENINE CAS 2922-83-0, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.
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 |
| EINECS: | |
| 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 Rotation | -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. |
| Major Application | detection |
| InChI | InChI=1/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-/s3 |
| InChIKey | YGPSJZOEDVAXAB-QMMMGPOBSA-N |
| SMILES | C1(C=CC=CC=1N)C(=O)C[C@H](N)C(=O)O |&1:10,r| |
| CAS DataBase Reference | 2922-83-0(CAS DataBase Reference) |
Safety Information
| WGK Germany | 3 |
| RTECS | CY9049700 |
| HS Code | 2922500090 |
| Storage Class | 11 - Combustible Solids |
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 | [1] JOYCE A IBANA. Inhibition of indoleamine 2,3-dioxygenase activity by levo-1-methyl tryptophan blocks gamma interferon-induced Chlamydia trachomatis persistence in human epithelial cells.[J]. Infection and Immunity, 2011: 4425-4437. DOI:10.1128/iai.05659-11
[2] CHRISTIANE A. OPITZ. An endogenous tumour-promoting ligand of the human aryl hydrocarbon receptor[J]. Nature, 2011, 478 7368: 197-203. DOI:10.1038/nature10491 |
L-KYNURENINE Preparation Products And Raw materials
| Raw materials | Benzenebutanoic acid, 2-amino-α-[[(1,1-dimethylethoxy)carbonyl]amino]-γ-oxo-, methyl ester, (αS)--->1H-Indole-3-propanoic acid, α-amino-2,3-dihydro-2-oxo-, (αS)--->DL-KYNURENINE-->D-KYNURENINE-->2-Iodoaniline-->L-Tryptophan |
| Preparation Products | Tryptamine-->4-HYDROXY-1-METHYL-2-QUINOLONE |
