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CHIR090
- CHIR-090
Axon 2000
CAS:
728865-23-4
- Optical Purity: Optically pure
- Soluble in 0.1N HCl(aq) and DMSO
- MF: C24H27N3O5
- MW: 437.49
Description
CHIR090 is a very potent, selective and slow tight-binding LpxC inhibitor with reported Ki activity of 1-2 nM. It inhibits UDP-3-O-acyl-N-acetylglucosamine deacetylase in the lipid A biosynthetic pathway.
LpxC is essential for Gram-negative bacterial outer-membrane lipopolysaccharide formation. CHIR090 is a key antibacterial research tool for studying LpxC enzymology, lipid A pathway blockade and Gram-negative bacterial susceptibility.
Key Features
- Potent slow tight-binding LpxC inhibitor
- Reported Ki: 1-2 nM
- Targets lipid A biosynthesis
- Relevant to Gram-negative antibacterial research
Applications
- LpxC enzyme inhibition assays
- Lipid A biosynthesis studies
- Gram-negative antibacterial screening
- Bacterial outer-membrane research
More Information
| Parent CAS No. | 728865-23-4 |
|---|---|
| Chemical Name | N-((2S,3R)-3-hydroxy-1-(hydroxyamino)-1-oxobutan-2-yl)-4-((4-(morpholinomethyl)phenyl)ethynyl)benzamide |
| SMILES | C(N[C@H](C(NO)=O)[C@H](O)C)(=O)C1=CC=C(C#CC2=CC=C(CN3CCOCC3)C=C2)C=C1 |&1:2,7,r| |
| MFCD | N.A. |
| InChi | InChI=1S/C24H27N3O5/c1-17(28)22(24(30)26-31)25-23(29)21-10-8-19(9-11-21)3-2-18-4-6-20(7-5-18)16-27-12-14-32-15-13-27/h4-11,17,22,28,31H,12-16H2,1H3,(H,25,29)(H,26,30)/t17-,22+/m1/s1 |
| InChiKey | FQYBTYFKOHPWQT-VGSWGCGISA-N |
| CID | 11546620 |
| Short Description | LpxC inhibitor |
References
- AL McClerren et al. A Slow, Tight-Binding Inhibitor of the Zinc-Dependent Deacetylase LpxC of Lipid A Biosynthesis with Antibiotic Activity Comparable to Ciprofloxacin. Biochemistry, 2005, 44 (50), 16574–16583.
- AW Barb et al. Structure of the deacetylase LpxC bound to the antibiotic CHIR-090: Time-dependent inhibition and specificity in ligand binding. PNAS USA 2007, 104 (52), 18433-18438.
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