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SML1416

Sigma-Aldrich

KU-60019

≥97% (HPLC)

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Synonym(s):
(2R,6S)-rel-2,6-Dimethyl-N-[5-[6-(4-morpholinyl)-4-oxo-4H-pyran-2-yl]-9H-thioxanthen-2-yl]-4-morpholineacetamide
Empirical Formula (Hill Notation):
C30H33N3O5S
CAS Number:
925701-49-1
Molecular Weight:
547.67
MDL number:
MFCD19690944
UNSPSC Code:
12352200
PubChem Substance ID:
329825862
NACRES:
NA.77

Quality Level

100

Assay

≥97% (HPLC)

form

powder

color

white to beige

solubility

DMSO: 20 mg/mL, clear

storage temp.

−20°C

SMILES string

O=C(CN1C[C@H](C)O[C@H](C)C1)NC(C=C2)=CC3=C2SC4=C(C5=CC(C=C(N6CCOCC6)O5)=O)C=CC=C4C3

InChI

1S/C30H33N3O5S/c1-19-16-32(17-20(2)37-19)18-28(35)31-23-6-7-27-22(13-23)12-21-4-3-5-25(30(21)39-27)26-14-24(34)15-29(38-26)33-8-10-36-11-9-33/h3-7,13-15,19-20H,8-12,16-18H2,1-2H3,(H,31,35)/t19-,20+

InChI key

SCELLOWTHJGVIC-BGYRXZFFSA-N

Application

KU-60019 has been used to block ataxia telangiectasia mutated (ATM), to study its association of with the regulation of H2AX (H2A histone family, member X) and apoptosis inducing factor (AIF)-mediated cell death.

Biochem/physiol Actions

KU-60019 is a potent inhitor of ATM (ataxia telangiectasia mutated) kinase, a member of phosphatidylinositol-3-kinase-related kinase family that is critical in regulating cell cycle checkpoints and DNA repair. KU-60019 has an IC50 value of 6.3 nM. KU-60019 radiosensitizes U1242 human glioma cells, and also blocks U1242 cell migration and invasion through matrigel.

Other Notes

KU-60019 has been expertly reviewed and recommended by the Chemical Probes Portal. For more information, please visit the KU-60019 probe summary on the Chemical Probes Portal website.

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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mda-7/IL-24 induces cell death in neuroblastoma through a novel mechanism involving AIF and ATM.
Bhoopathi P, et al.
Cancer Research (2016)
Fabio Iannelli et al.
Nature communications, 8, 15656-15656 (2017-06-01)
Of the many types of DNA damage, DNA double-strand breaks (DSBs) are probably the most deleterious. Mounting evidence points to an intricate relationship between DSBs and transcription. A cell system in which the impact on transcription can be investigated at
Todd W Lewis et al.
Nucleic acids research, 47(7), 3503-3520 (2019-02-05)
The primary function of the UBE2T ubiquitin conjugase is in the monoubiquitination of the FANCI-FANCD2 heterodimer, a central step in the Fanconi anemia (FA) pathway. Genetic inactivation of UBE2T is responsible for the phenotypes of FANCT patients; however, a FANCT
Dorthe Aasland et al.
Cancer research, 79(1), 99-113 (2018-10-27)
The DNA-methylating drug temozolomide, which induces cell death through apoptosis, is used for the treatment of malignant glioma. Here, we investigate the mechanisms underlying the ability of temozolomide to induce senescence in glioblastoma cells. Temozolomide-induced senescence was triggered by the
Celina Uhlemeyer et al.
PloS one, 15(8), e0237669-e0237669 (2020-08-19)
Pancreatic beta cell death is a hallmark of type 1 and 2 diabetes (T1D/T2D), but the underlying molecular mechanisms are incompletely understood. Key proteins of the DNA damage response (DDR), including tumor protein P53 (P53, also known as TP53 or

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