| Field | Specification |
|---|---|
| CAS no. | |
| Applications | |
| Molecular weight | |
| Molecular formula | C23H26F3N5O2S |
| SMILES | |
| Storage | |
| Shipping | |
| Catalog no. (Mfr.) | |
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Compound Overview
ZK-Thiazolidinone is an ATP-competitive inhibitor of Polo-like kinase 1 (Plk1), with an IC50 of 19 nM. It suppresses tumor cell proliferation and drives cell cycle arrest along with characteristic mitotic defects. By impairing recruitment of γ-tubulin and Aurora A kinase to centrosomes, it causes bipolar spindle maintenance and sister chromatid arm cohesion to fail. Its use is directed toward cancer research[1]. The compound has the molecular formula C23H26F3N5O2S and a molecular weight of 493.55 g/mol.
Physical & Chemical Properties
| CAS Number | 891849-87-9 |
|---|---|
| Molecular Formula | C23H26F3N5O2S |
| Molecular Weight | 493.55 g/mol |
| SMILES | N#CC(C(=O)NCC(F)(F)F)=C1SC(=CNC2=CC=CC(=C2)CCN3CCCC3)C(=O)N1CC |
| Signaling Pathway | Cell Cycle/DNA Damage |
| Storage | Please store the product under the recommended conditions in the Certificate of Analysis. |
| Shipping | Room temperature in continental US; may vary elsewhere. |
Literature Cited
Sources cited in this description and in the In Vitro & In Vivo Data tab. Peer-reviewed publications that used this product are listed under References.
Safety
For Research Use Only. Not for use in diagnostic or therapeutic procedures, and not for human or veterinary use. Handle in accordance with your institution's chemical hygiene plan.
In Vitro
In vitro, ZK-Thiazolidinone (4 d) inhibits proliferation of various human and mouse tumor cell lines, with IC50 values from 0.2 to 1.3 μM[1]. In HeLa S3 cells, ZK-Thiazolidinone (1 μM; 12 h-48 h) causes reversible G2/M cell cycle arrest after 12 h, while prolonged treatment (48 h) results in cell death; in MCF7 cells, the compound also causes G2/M arrest after 24 h under concentration-increasing conditions[1]. In HeLa S3 cells, ZK-Thiazolidinone (1 μM; 12 h) triggers prometaphase arrest that depends on the spindle assembly checkpoint and produces monopolar spindles[1]. In HeLa S3 cells, ZK-Thiazolidinone (1 μM; 12 h) impairs centrosome maturation by blocking recruitment of γ-tubulin and Aurora A to centrosomes, while the localization and related protein levels of Eg5 remain unchanged[1]. ZK-Thiazolidinone (1 μM; 0-120 min) interferes with maintenance of bipolar spindles in metaphase-synchronized HeLa S3 cells, so that spindles collapse into a monopolar array within 120 min[1]. ZK-Thiazolidinone (1 μM; 10-12 h) reduces K-fiber stability in HeLa S3 cells and blocks separation of sister chromatid arms[1]. In HeLa S3 cells, ZK-Thiazolidinone (1 μM; 12 h) causes Plk1 and PICH to spread along chromatid arms, and PICH is required for the redistribution of Plk1[1]. ZK-Thiazolidinone (1 μM) causes cytokinesis failure in HeLa S3 cells in vitro, depending on mitotic stage, by preventing RhoA and ECT2 from localizing to their respective cytokinesis-related sites[1]. ZK-Thiazolidinone (1 μM; 30 min) damages the central spindle structure in HeLa cells, blocks Plk1-dependent phosphorylation and localization of PRC1 and Mklp2, and weakens the Plk1-PRC1 interaction in anaphase cells; Aurora B-dependent Mklp1 phosphorylation is not altered[1].
Cell Cycle Analysis[1]
| Cell Line | HeLa S3, MCF7 |
|---|---|
| Concentration | 1 μM; increasing concentrations |
| Incubation Time | 12 h, 24 h, 48 h (1 μM); 12 h (1 μM) followed by 12 h release; 24 h (increasing concentrations) |
| Result | Induced accumulation of HeLa S3 cells with 4N DNA content (G2/M arrest) and an elevated mitotic index after 12 h treatment with 1 μM; this block was reversed by a 12 h release in fresh medium. Maintained G2/M arrest after 24 h treatment with 1 μM. Resulted in an increased proportion of cells with sub-2N DNA content (cell death) after 48 h treatment with 1 μM. Induced G2/M arrest in both HeLa S3 and MCF7 cells after 24 h treatment with increasing concentrations. |
Data provided by the manufacturer. Numbered citations refer to the Literature Cited list in the product description.
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