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L9908

Sigma-Aldrich

LY-294,002 hydrochloride

from microbial (Staphylococcus roseus), ≥98% (HPLC), solid, PI3K inhibitor

Synonym(s):

2-(4-Morpholinyl)-8-phenyl-1(4H)-benzopyran-4-one hydrochloride

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About This Item

Empirical Formula (Hill Notation):
C19H17NO3 · HCl
CAS Number:
Molecular Weight:
343.80
MDL number:
UNSPSC Code:
12352207
PubChem Substance ID:
NACRES:
NA.77

product name

LY-294,002 hydrochloride, solid, ≥98% (HPLC)

biological source

microbial (Staphylococcus roseus)

Quality Level

assay

≥98% (HPLC)

form

solid

color

white to off-white

solubility

DMSO: >5 mg/mL
H2O: insoluble

storage temp.

2-8°C

SMILES string

O=C1C=C(Oc2c1cccc2-c3ccccc3)N4CCOCC4

InChI

1S/C19H17NO3/c21-17-13-18(20-9-11-22-12-10-20)23-19-15(7-4-8-16(17)19)14-5-2-1-3-6-14/h1-8,13H,9-12H2

InChI key

CZQHHVNHHHRRDU-UHFFFAOYSA-N

General description

LY-294,002 hydrochloride is a derivative of the flavonoid, quercetin and elicits higher inhibition on the enzyme phosphoinositide 3-kinase (PI3K). LY-294,002 inhibits nuclear factor kappa B signaling in macrophages. It elevates expression of autophagosomal protein LC3 and promotes apoptosis in gastric and nasopharyngeal cancer cells. LY-294,002 modulates action potential repolarization and improves myocyte contractility.

Application

LY-294,002 hydrochloride has been used in the inhibition of:
  • phosphoinositide 3-kinase (PI3K) in human lung cancer cell line
  • autophagy in mesenchymal stem cells (MSCs).
  • serine/threonine-specific protein kinase (AKT) signaling in fibroblasts and cardiac cells.

Biochem/physiol Actions

Specific cell permeable phosphatidylinositol 3-kinase inhibitor.

Features and Benefits

This compound is a featured product for Cyclic Nucleotide and Kinase Phosphatase Biology research. Discover more featured Cyclic Nucleotide and Kinase Phosphatase Biology products. Learn more about bioactive small molecules for other areas of research at sigma.com/discover-bsm.
This compound is featured on the G Proteins (Heterotrimeric) and Phosphoinositide Kinases pages of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)


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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The Phosphatidylinositol 3-kinase (PI3K) inhibitor LY294002 modulates cytokine expression in macrophages via p50 nuclear factor kappa B inhibition, in a PI3K-independent mechanism
Avni D, et al.
Biochemical Pharmacology, 83(1), 106-114 (2012)
Class I phosphatidylinositol 3-kinase inhibitor LY294002 activates autophagy and induces apoptosis through p53 pathway in gastric cancer cell line SGC7901
Xing C, et al.
Acta biochimica et biophysica Sinica, 40(3), 194-201 (2008)
Phosphatidylinositol 3-kinase inhibitor (LY294002) induces apoptosis of human nasopharyngeal carcinoma in vitro and in vivo
Jiang H, et al.
Journal of Experimental & Clinical Cancer Research, 29(1), 34-34 (2010)
Endothelial cell activation on 3D-matrices derived from PDGF-BB-stimulated fibroblasts is mediated by Snail1
Herrera A, et al.
Oncogenesis, 7(9), 76-76 (2018)
The phosphoinositide 3-kinase inhibitor LY294002 enhances cardiac myocyte contractility via a direct inhibition of I k, slow currents
Sun H, et al.
Cardiovascular Research, 62(3), 509-520 (2004)

Articles

We presents an article on Autophagy in Cancer Promotes Therapeutic Resistance

Cyclic nucleotides like cAMP modulate cell function via PKA activation and ion channels.

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