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K3888

Sigma-Aldrich

Kenpaullone

≥98%

Synonyma:

9-Bromo-7,12-dihydro-indolo­[3,2-d]­[1]benzazepin-6(5H)-one, NSC 664704

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About This Item

Empirický vzorec (Hillův zápis):
C16H11BrN2O
Číslo CAS:
142273-20-9
Molekulová hmotnost:
327.18
MDL number:
MFCD02683595
UNSPSC Code:
12352200
PubChem Substance ID:
24278507
NACRES:
NA.77

assay

≥98%

form

solid

color

yellow

solubility

DMSO: 18 mg/mL, clear, yellow

storage temp.

2-8°C

SMILES string

Brc1ccc2[nH]c-3c(CC(=O)Nc4ccccc-34)c2c1

InChI

1S/C16H11BrN2O/c17-9-5-6-14-11(7-9)12-8-15(20)18-13-4-2-1-3-10(13)16(12)19-14/h1-7,19H,8H2,(H,18,20)

InChI key

QQUXFYAWXPMDOE-UHFFFAOYSA-N

Gene Information

human ... CDC2(983)
mouse ... Gsk3b(56637)
rat ... Gsk3b(84027)

Application

Kenpaullone has been used:
  • as a glycogen synthase kinase 3 (GSK3)/ cyclin-dependent kinase (CDK) inhibitor to study its effects on human neural progenitor cell lines
  • as an inhibitor of Krupple-like factor 4 (KLF4) in Gs-coupled designer GPCR (Gs DREADD= GsD) Agouti-related peptide (GsD-AgRP) mice
  • as a GSK3/CDK inhibitor to study its effects on the sea urchin embryo development

Biochem/physiol Actions

Kenpaullone is also an inhibitor of glycogen synthase kinase 3β (GSK3β). It also inhibits cyclin-dependent kinase 1 (CDK1/cyclin B), CDK2/cyclin A, CDK2/cyclin E, and CDK5/p25, majorly by competitive inhibition of adenosine triphosphate (ATP) binding.

Features and Benefits

This compound is featured on the CDKs and GSK-3 pages of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.

Packaging

Store under argon

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

ppe

dust mask type N95 (US), Eyeshields, Gloves

Osvědčení o analýze (COA)

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Roscovitine ≥98% (TLC)

Sigma-Aldrich

R7772

Roscovitine

RO-3306 ≥98% (HPLC)

Sigma-Aldrich

SML0569

RO-3306

Kenpaullone A potent, cell-permeable, and reversible inhibitor of glycogen synthase kinase-3β (IC₅₀ = 230 nM), Lck (IC₅₀ = 470 nM), and cyclin-dependent kinases (Cdks).

Sigma-Aldrich

422000

Kenpaullone

Tomohiro Kitabayashi et al.
Scientific reports, 9(1), 10049-10049 (2019-07-13)
Cancer stem cells are associated with chemoresistance and rapid recurrence of malignant tumors, including glioblastoma (GBM). Although temozolomide (TMZ) is the most effective drug treatment for GBM, GBM cells acquire resistance and become refractory to TMZ during treatment. Therefore, glioma
Ken-ichiro Nakajima et al.
Nature communications, 7, 10268-10268 (2016-01-09)
Agouti-related peptide (AgRP) neurons of the hypothalamus play a key role in regulating food intake and body weight, by releasing three different orexigenic molecules: AgRP; GABA; and neuropeptide Y. AgRP neurons express various G protein-coupled receptors (GPCRs) with different coupling
D W Zaharevitz et al.
Cancer research, 59(11), 2566-2569 (1999-06-11)
Analysis of the National Cancer Institute Human Tumor Cell Line Anti-Cancer Drug Screen data using the COMPARE algorithm to detect similarities in the pattern of compound action to flavopiridol, a known inhibitor of cyclin-dependent kinases (CDKs), has suggested several possible
Letizia Anello et al.
Comparative biochemistry and physiology. Toxicology & pharmacology : CBP, 204, 36-44 (2017-11-13)
The selection and validation of bioactive compounds require multiple approaches, including in-depth analyses of their biological activity in a whole-animal context. We exploited the sea urchin embryo in a rapid, medium-scale range screening to test the effects of the small
AZD5438 a GSK-3a/b and CDK inhibitor is antiapoptotic modulates mitochondrial activity and protects human neurons from mitochondrial toxins.
Shi, et al.
Scientific Reports, 13, 8334-8334 (2023)
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