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UPF 648
Axon 2118
CAS:
213400-34-1
- Optical Purity: Optically pure
- Soluble in 0.1N NaOH(aq) and DMSO
- MF: C11H8Cl2O3
- MW: 259.09
Description
UPF 648 is a potent and selective inhibitor of kynurenine-3-monooxygenase (KMO, kynurenine hydroxylase) with a reported IC50 value of 20 nM. It is the active (+)-(1S,2S)-enantiomer.
KMO controls flux through the kynurenine pathway of tryptophan metabolism and influences neuroactive and immunomodulatory metabolites. UPF 648 is relevant for neuroinflammation, cognitive dysfunction and metabolic pathway studies.
Key Features
- Potent KMO inhibitor
- Targets kynurenine pathway metabolism
- Active (+)-(1S,2S)-enantiomer
- Useful for studying neuroactive tryptophan metabolites
Applications
- Kynurenine pathway research
- Neuroinflammation studies
- Cognitive dysfunction models
- Tryptophan metabolism assays
More Information
| Parent CAS No. | 213400-34-1 |
|---|---|
| Chemical Name | (1S,2S)-2-(3,4-dichlorobenzoyl)cyclopropanecarboxylic acid |
| SMILES | [C@H]1(C(O)=O)C[C@@H]1C(=O)C1=CC=C(Cl)C(Cl)=C1 |&1:0,5,r| |
| MFCD | N.A. |
| InChi | InChI=1S/C11H8Cl2O3/c12-8-2-1-5(3-9(8)13)10(14)6-4-7(6)11(15)16/h1-3,6-7H,4H2,(H,15,16)/t6-,7-/m0/s1 |
| InChiKey | ZBRKMOHDGFGXLN-BQBZGAKWSA-N |
| CID | 9859947 |
| Short Description | KMO inhibitor |
References
- R. Pellicciari et al. Modulation of the kynurenine pathway of tryptophan metabolism in search for neuroprotective agents. Focus on kynurenine-3-hydroxylase. Adv. Exp. Med. Biol. 2003, 527, 621–628.
- MT Sapko et al. Endogenous kynurenate controls the vulnerability of striatal neurons to quinolinate: implications for Huntington's disease. Exp. Neurol. 2006, 197(1), 31-40.
- L Amori et al. On the relationship between the two branches of the kynurenine pathway in the rat brain in vivo. J. Neurochem. 2009, 109(2), 316-325.
- M Amaral et al. Structural basis of kynurenine 3-monooxygenase inhibition. Nature 2013, 496, 382–385.
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