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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
Pricing and availability is not currently available.

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).[1] LY-294,002 inhibits nuclear factor kappa B signaling in macrophages.[2] It elevates expression of autophagosomal protein LC3 and promotes apoptosis in gastric[3] and nasopharyngeal cancer cells.[4] LY-294,002 modulates action potential repolarization and improves myocyte contractility.[5]

Application

LY-294,002 hydrochloride has been used in the inhibition of:
  • phosphoinositide 3-kinase (PI3K) in human lung cancer cell line[6]
  • autophagy in mesenchymal stem cells (MSCs).[7]
  • serine/threonine-specific protein kinase (AKT) signaling in fibroblasts[8] and cardiac cells.[9]

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 Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Customers Also Viewed

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)
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)
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.

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

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

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Questions

1–4 of 4 Questions  
  1. Can I use Product L9908, LY-294,002 hydrochloride, in conjugation with Wortmannin?

    1 answer
    1. We have not done any such testing, but the following references may be helpful: https://jpet.aspetjournals.org/cgi/content/abstract/320/3/1013, https://molpharm.aspetjournals.org/cgi/reprint/66/1/187.

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  2. What is the Department of Transportation shipping information for this product?

    1 answer
    1. Transportation information can be found in Section 14 of the product's (M)SDS.To access the shipping information for this material, use the link on the product detail page for the product.

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  3. What is the recommended concentration for using Product L9908, LY-294,002 hydrochloride?

    1 answer
    1. One can use this product at 50 uM concentration.

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  4. What is the solution stability in DMSO for Product L9908, LY-294,002 hydrochloride?

    1 answer
    1. After reconstitution in DMSO, aliquot and freeze the stock solution at -20 °C. DMSO stock solutions are stable for at least 1 month at -20 °C.

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