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SML1109

Sigma-Aldrich

KU-55933

≥98% (HPLC), Ataxia telangiectasia (A-T) mutated (ATM) kinase inhibitor, powder

Synonym(s):

2-(4-Morpholinyl)-6-(1-thianthrenyl)-4H-Pyran-4-one, 2-(Morpholin-4-yl)-6-(thianthren-1-yl)-4H-pyran-4-one

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About This Item

Empirical Formula (Hill Notation):
C21H17NO3S2
CAS Number:
587871-26-9
Molecular Weight:
395.49
MDL number:
MFCD08276985
UNSPSC Code:
12352200
PubChem Substance ID:
329825484
NACRES:
NA.77

Key Documents

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Product Name

KU-55933, ≥98% (HPLC)

Quality Level

100

assay

≥98% (HPLC)

form

powder

storage condition

desiccated

color

white to beige

solubility

DMSO: 10 mg/mL, clear

storage temp.

−20°C

SMILES string

O=C1C=C(OC(=C1)c2cccc3Sc4ccccc4Sc23)N5CCOCC5

InChI

1S/C21H17NO3S2/c23-14-12-16(25-20(13-14)22-8-10-24-11-9-22)15-4-3-7-19-21(15)27-18-6-2-1-5-17(18)26-19/h1-7,12-13H,8-11H2

InChI key

XRKYMMUGXMWDAO-UHFFFAOYSA-N

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Application

KU-55933 has been used as an ataxia-telangiectasia mutated (Atm) inhibitor.

Biochem/physiol Actions

KU-55933 is a very potent, specific inhibitor of Ataxia telangiectasia (A-T) mutated (ATM) kinase (IC50 = 13 nM). KU-22933 treatment sensitizes cancer cells to ionizing radiation and cytotoxic drugs. The compound KU-22933 blocks ATM-mediated phosphorylyation of p53, gH2AX, NBS1, and SMC1.
KU-55933 is a very potent, specific inhibitor of Ataxia telangiectasia (A-T) mutated (ATM) kinase.

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
027M4731V
096M4705V
066M4748V
065M4701V
124M4725V

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Christianne Hoey et al.
Molecular oncology, 12(8), 1324-1341 (2018-05-31)
Recurrence of high-grade prostate cancer after radiotherapy is a significant clinical problem, resulting in increased morbidity and reduced patient survival. The molecular mechanisms of radiation resistance are being elucidated through the study of microRNA (miR) that negatively regulate gene expression.
Michele Graciotti et al.
Chembiochem : a European journal of chemical biology, 17(21), 2063-2074 (2016-11-03)
Centrioles are microtubule-based organelles found in most eukaryotic cells and that are critical for the formation of cilia and flagella, as well as of centrosomes in animal cells. The number of centrioles must be strictly regulated in proliferating cells in
Sanket Awate et al.
BMC molecular biology, 17, 3-3 (2016-02-11)
The Tousled like kinase 1B (TLK1B) is critical for DNA repair and survival of cells. Upon DNA damage, Chk1 phosphorylates TLK1B at S457 leading to its transient inhibition. Once TLK1B regains its kinase activity it phosphorylates Rad9 at S328. In
Mengtan Xing et al.
FEBS open bio, 9(7), 1315-1326 (2019-05-30)
DNA double-strand breaks (DSBs) are highly cytotoxic lesions, and unrepaired or misrepaired DSBs can lead to various human diseases, including immunodeficiency, neurological abnormalities, growth retardation, and cancer. Nonhomologous end joining (NHEJ) is the major DSB repair pathway in mammals. Ku70
Vibha Singh et al.
Cell cycle (Georgetown, Tex.), 16(10), 915-926 (2017-04-21)
The Tousled Like kinases (TLKs) are involved in numerous cellular functions, including the DNA Damage Response (DDR), but only a handful of substrates have been identified thus far. Through a novel proteomic screen, we have now identified 165 human proteins
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