KU 55933

Pricing Availability Delivery Time Qty
Cat.No. 3544 - KU 55933 | C21H17NO3S2 | CAS No. 587871-26-9
Description: Potent and selective ATM kinase inhibitor
Chemical Name: 2-(4-Morpholinyl)-6-(1-thianthrenyl)-4H-pyran-4-one
Purity: ≥98% (HPLC)
Datasheet
Citations (37)
Literature

Biological Activity

Potent, selective and competitive ATM kinase inhibitor (Ki = 2.2 nM, IC50 values are 13, 2500, 9300, 16600, > 100000 and > 100000 nM at ATM, DNA-PK, mTOR, PI 3-kinase, PI 4-K and ATR respectively). Decreases viability of MCF-7, A549 and HCT116 cells and decreases p21CIP1 levels in vitro. Acts as a radio- and chemosensitizer for the treatment of cancer.

Compound Libraries

KU 55933 is also offered as part of the Tocriscreen Epigenetics Toolbox. Find out more about compound libraries available from Tocris.

Technical Data

M. Wt 395.49
Formula C21H17NO3S2
Storage Desiccate at -20°C
Purity ≥98% (HPLC)
CAS Number 587871-26-9
PubChem ID 5278396
InChI Key XRKYMMUGXMWDAO-UHFFFAOYSA-N
Smiles O=C1C=C(C3=CC=CC4=C3SC5=C(C=CC=C5)S4)OC(N2CCOCC2)=C1

The technical data provided above is for guidance only. For batch specific data refer to the Certificate of Analysis.

All Tocris products are intended for laboratory research use only.

Solubility Data

Solvent Max Conc. mg/mL Max Conc. mM
Solubility
DMSO 39.55 100
ethanol 19.77 50

Preparing Stock Solutions

The following data is based on the product molecular weight 395.49. Batch specific molecular weights may vary from batch to batch due to solvent of hydration, which will affect the solvent volumes required to prepare stock solutions.

Select a batch to recalculate based on the batch molecular weight:
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 2.53 mL 12.64 mL 25.29 mL
5 mM 0.51 mL 2.53 mL 5.06 mL
10 mM 0.25 mL 1.26 mL 2.53 mL
50 mM 0.05 mL 0.25 mL 0.51 mL

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Product Datasheets

Certificate of Analysis / Product Datasheet
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Safety Datasheet

References

References are publications that support the products' biological activity.

Hickson et al (2004) Identification and characterization of a novel and specific inhibitor of the ataxia-telangiectasia mutated kinase ATM. Cancer Res. 64 9152 PMID: 15604286

Eaton et al (2007) Ataxia-telangiectasia mutated kinase regulates ribonucleotide reductase and mitochondrial homeostasis. J.Clin.Invest. 117 2723 PMID: 17786248

Crescenzi et al (2008) Ataxia telangiectasia mutated and p21CIP1 modulate cell survival of drug-induced senescent tumor cells: implications for chemotherapy. Clin.Cancer Res. 14 1877 PMID: 18347191


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View Related Products by Product Action

View all ATM and ATR Kinase Inhibitors

Keywords: Potent selective ATM kinase inhibitors inhibits Ataxia Telangiectasia Mutated Kinase Kinases KU55933 ATM & ATR Kinase

37 Citations for KU 55933

Citations are publications that use Tocris products. Selected citations for KU 55933 include:

Teng et al (2015) Pharmacologic inhibition of ATR and ATM offers clinically important distinctions to enhancing platinum or radiation response in ovarian, endometrial, and cervical cancer cells. Gynecol Oncol 136 554 PMID: 25560806

Okita et al (2015) Contrasting Effects of the Cytotoxic Anticancer Drug Gemcitabine and the EGFR Tyrosine Kinase Inhibitor Gefitinib on NK Cell-Mediated Cytotoxicity via Regulation of NKG2D Ligand in Non-Small-Cell Lung Cancer Cells. PLoS One 10 e0139809 PMID: 26439264

Liu et al (2015) A radiosensitivity MiRNA signature validated by the TCGA database for head and neck squamous cell carcinomas. Aging Cell 6 34649 PMID: 26452218

Gibbs-Seymour et al (2015) Lamin A/C-dependent interaction with 53BP1 promotes cellular responses to DNA damage. Open Biol 14 162 PMID: 25645366

Colin et al (2015) Cellular responses to a prolonged delay in mitosis are determined by a DNA damage response controlled by Bcl-2 family proteins. Viruses 5 140156 PMID: 25761368

Hollingworth et al (2015) Activation of DNA Damage Response Pathways during Lytic Replication of KSHV. Mol Cell Biol 7 2908 PMID: 26057167

Stechow et al (2015) The E3 ubiquitin ligase ARIH1 protects against genotoxic stress by initiating a 4EHP-mediated mRNA translation arrest. Proc Natl Acad Sci U S A 35 1254 PMID: 25624349

Malonia et al (2015) F-box protein FBXO31 directs degradation of MDM2 to facilitate p53-mediated growth arrest following genotoxic stress. J Cell Biol 112 8632 PMID: 26124108

Alvarez-Quilón et al (2014) ATM specifically mediates repair of double-strand breaks with blocked DNA ends. Nat Commun 5 3347 PMID: 24572510

Chaudhary et al (2014) SMAR1 coordinates HDAC6-induced deacetylation of Ku70 and dictates cell fate upon irradiation. Cell Death Dis 5 e1447 PMID: 25299772

Ye et al (2014) TLR8 signaling enhances tumor immunity by preventing tumor-induced T-cell senescence. EMBO Mol Med 6 1294 PMID: 25231413

Henriksson et al (2014) The scaffold protein WRAP53β orchestrates the ubiquitin response critical for DNA double-strand break repair. Genes Dev 28 2726 PMID: 25512560

Sheng et al (2014) Preconditioning stimuli induce autophagy via sphingosine kinase 2 in mouse cortical neurons. Oncotarget 289 20845 PMID: 24928515

Britton et al (2013) A new method for high-resolution imaging of Ku foci to decipher mechanisms of DNA double-strand break repair. J Cell Biol 202 579 PMID: 23897892

Fard et al (2013) The heterogenic final cell cycle of chicken retinal Lim1 horizontal cells is not regulated by the DNA damage response pathway. Cell Cycle 13 408 PMID: 24247150

Lottersberger et al (2013) Role of 53BP1 oligomerization in regulating double-strand break repair. Proc Natl Acad Sci U S A 110 2146 PMID: 23345425

Yüce and West (2013) Senataxin, defective in the neurodegenerative disorder ataxia with oculomotor apraxia 2, lies at the interface of transcription and the DNA damage response. Mol Cell Biol 33 406 PMID: 23149945

Edwards et al (2013) Human papillomavirus episome stability is reduced by aphidicolin and controlled by DNA damage response pathways. J Virol 87 3979 PMID: 23365423

Oksenych et al (2013) Functional redundancy between the XLF and DNA-PKcs DNA repair factors in V(D)J recombination and nonhomologous DNA end joining. J Biol Chem 110 2234 PMID: 23345432

Bothmer et al (2013) Mechanism of DNA resection during intrachromosomal recombination and immunoglobulin class switching. Chembiochem 210 115 PMID: 23254285

Lee et al (2013) Functional intersection of ATM and DNA-dependent protein kinase catalytic subunit in coding end joining during V(D)J recombination. PLoS One 33 3568 PMID: 23836881

Montané and Menand (2013) ATP-competitive mTOR kinase inhibitors delay plant growth by triggering early differentiation of meristematic cells but no developmental patterning change. Nat Chem Biol 64 4361 PMID: 23963679

Cataldi and McCarty (2013) Hairpin-end conformation of adeno-associated virus genome determines interactions with DNA-repair pathways. J Biol Chem 20 686 PMID: 23151519

Mund et al (2012) SPOC1 modulates DNA repair by regulating key determinants of chromatin compaction and DNA damage response. Nucleic Acids Res 40 11363 PMID: 23034801

Richardson et al (2012) Mechanism-based screen establishes signalling framework for DNA damage-associated G1 checkpoint response. PLoS One 7 e31627 PMID: 22384045

Fumagalli et al (2012) Telomeric DNA damage is irreparable and causes persistent DNA-damage-response activation. Nat Cell Biol 14 355 PMID: 22426077

Yuan et al (2012) Regulation of SIRT1 activity by genotoxic stress. Genes Dev 26 791 PMID: 22465953

Klotz-Noack et al (2012) Re-replication induced by geminin depletion occurs from G2 and is enhanced by checkpoint activation. J Cell Sci 125 2436 PMID: 22366459

Tang et al (2012) Detection of early Abl kinase activation after ionizing radiation by using a peptide biosensor. Mol Cell Biol 13 665 PMID: 22334513

Yamamoto et al (2012) Kinase-dead ATM protein causes genomic instability and early embryonic lethality in mice. J Virol 198 305 PMID: 22869596

Sullivan et al (2012) ATM and MET kinases are synthetic lethal with nongenotoxic activation of p53. Proc Natl Acad Sci U S A 8 646 PMID: 22660439

Yin and Glass (2011) The phenotypic radiation resistance of CD44+/CD24(-or low) breast cancer cells is mediated through the enhanced activation of ATM signaling. PLoS One 6 e24080 PMID: 21935375

Vázquez-Cedeira et al (2011) Differential inhibitor sensitivity between human kinases VRK1 and VRK2. PLoS One 6 e23235 PMID: 21829721

Farkas et al (2011) Identification of small molecule inhibitors of phosphatidylinositol 3-kinase and autophagy. J Biol Chem 286 38904 PMID: 21930714

Sharma et al (2011) γ-Radiation promotes immunological recognition of cancer cells through increased expression of cancer-testis antigens in vitro and in vivo. Gene Ther 6 e28217 PMID: 22140550

Qi et al (2010) Selenium compounds activate ATM-dependent DNA damage response via the mismatch repair protein hMLH1 in colorectal cancer cells. Am J Physiol Cell Physiol 285 33010 PMID: 20709753

Cataldi and McCarty (2010) Differential effects of DNA double-strand break repair pathways on single-strand and self-complementary adeno-associated virus vector genomes. J Exp Med 84 8673 PMID: 20538857


Do you know of a great paper that uses KU 55933 from Tocris? If so please let us know.

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Literature in this Area

Cancer

Cancer Research Product Guide

A collection of over 750 products for cancer research, the guide includes research tools for the study of:

  • Cancer Metabolism
  • Epigenetics in Cancer
  • Receptor Signaling
  • Cell Cycle and DNA Damage Repair
  • Angiogenesis
  • Invasion and Metastasis
Kinases

Kinases Product Listing

A collection of over 400 products for kinase research, the listing includes inhibitors of:

  • Receptor Tyrosine Kinases
  • Protein Kinases A, C, D and G
  • PI-3 Kinase, Akt and mTOR
  • MAPK Signaling
  • Receptor Serine/Threonine Kinases
Cell Cycle & DNA Damage Repair

Cell Cycle & DNA Damage Repair Poster

In normal cells, each stage of the cell cycle is tightly regulated, however in cancer cells many genes and proteins that are involved in the regulation of the cell cycle are mutated or over expressed. Adapted from the 2015 Cancer Product Guide, Edition 3, this poster summarizes the stages of the cell cycle and DNA repair. It also highlights strategies for enhancing replicative stress in cancer cells to force mitotic catastrophe and cell death.

Pathways for KU 55933

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