L-KYNURENINE
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
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.
- 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)
MSDS
- Language:English Provider:SigmaAldrich
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-KYNURENINESupplier
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- 025-86957866 13952093866
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- 18210857532; 18210857532
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- 4006356688 18621169109
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- +49 3493/605464
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L-KYNURENINE(2922-83-0)Related Product Information
- 3-HYDROXY-L-KYNURENINE
- 2-(3-INDOLYLMETHYL)-L-TRYPTOPHAN
- 2-Hydroxy-DL-tryptophan
- 2,3,4,9-TETRAHYDRO-1H-BETA-CARBOLINE-3-CARBOXYLIC ACID
- HARMANE-1,2,3,4-TETRAHYDRO-3-CARBOXYLIC ACID
- Tryptophan EP Impurity L
- Tryptophan EP Impurity F
- PEAK E
- Tryptophan EP Impurity D
- Tryptophan EP Impurity J
- N'-formyl-L-Kynurenine
- Dioxindolyl-L-alanine
- 5-Hydroxytryptophan
- 3-(phenylamino)alanine
- D-1,2,3,4-tetrahydronorharmane-3-carboxylic acid
- N-formylkynurenine
- H-PHE-TRP-OH
- L-Isovaline