3-Hydroxy-DL-kynurenine
SIGMA/H1771
Synonym: α,2-Diamino-3-hydroxy-γ-oxobenzenebutanoic acid
CAS Number: 484-78-6
Empirical Formula (Hill Notation): C10H12N2O4
Molecular Weight: 224.21
MDL Number: MFCD00047832
Linear Formula: C10H12N2O4
Product Type: Chemical
| assay | ≥98% (TLC) |
| form | powder |
| InChI | 1S/C10H12N2O4/c11-6(10(15 |
| InChI key | VCKPUUFAIGNJHC-UHFFFAOYSA |
| Quality Level | 200 ![]() |
| SMILES string | NC(CC(=O)c1cccc(O)c1N)C(O |
| solubility | 1 M HCl: 49.00-51.00 mg/mL, clear to very slightly hazy |
| storage temp. | 2-8°C |
| Application: | 3-Hydroxy-DL-kynurenine has been used: • as a substrate for the recombinant human kynureninase assay • as a reference standard in tandem mass spectrometry (MS/MS) analysis • as a control for quantifying serum 3-Hydroxy-DL-kynurenine levels in diabetic retinopathy patients |
| Biochem/physiol Actions: | 3-Hydroxy-DL-kynurenine (3-HKYN) has antioxidant functionality and prevents lipid peroxidation in cerebral cortex. It may modulate synaptic neurotransmission. The levels of 3-HKYN is elevated in Huntington′s disease. However, its role in neurodegenerative diseases is still not understood well. Kynurenine metabolism is linked with glutamatergic neurotransmission and the level of 3-HKYN is linked to the pathophysiology of schizophrenia. |
| General description: | 3-Hydroxy-DL-kynurenine is a tryptophan metabolite with a molecular weight corresponding to 224Da. It is a chromophore or hydrophilic yellow compound present in the lens of the eye. 3-Hydroxy-DL-kynurenine is synthesized from kynurenine by the action of enzyme kynurenine 3-monooxygenase (KMO). It is metabolized to 3-hydroxyanthranilic acid and xanthurenic acid in the presence of enzymes kynureninase and kynurenine aminotransferases, respectively. |
| Packaging: | 25, 100, 250 mg in poly bottle |
| Symbol | GHS07 |
| Signal word | Warning |
| Hazard statements | H315 - H319 - H335 |
| Precautionary statements | P261 - P264 - P271 - P280 - P302 + P352 - P305 + P351 + P338 |
| Hazard Codes | Xi |
| Risk Statements | 36/37/38 |
| Safety Statements | 26-36 |
| RIDADR | NONH for all modes of transport |
| WGK Germany | WGK 3 |
| Flash Point(F) | Not applicable |
| Flash Point(C) | Not applicable |
| Purity | ≥98% (TLC) |
| Storage Temp. | 2-8°C |
| UNSPSC | 12352204 |


