Global InformationLY294002 information
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| Preferred IUPAC name
2-(Morpholin-4-yl)-8-phenyl-4H-1-benzopyran-4-one | |
| Other names
2-(4-Morpholinyl)-8-phenyl-4H-1-benzopyran-4-one
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| Properties | |
Chemical formula
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C19H17NO3 |
| Molar mass | 307.349 g·mol−1 |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Infobox references
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LY294002 is a morpholine-containing chemical compound that is a potent inhibitor of numerous proteins, and a strong inhibitor of phosphoinositide 3-kinases (PI3Ks).[1] It is generally considered a non-selective research tool, and should not be used for experiments aiming to target PI3K uniquely.[2]
Two of these are the proto-oncogene serine/threonine-protein kinase (PIM1) and the phosphatidylinositol-4,5-bisphosphate 3-kinase P110 gamma|catalytic subunit gamma isoform.[3] With an IC50 of 1.4 μM it is somewhat less potent than wortmannin, another well-known PI3 kinase inhibitor. However, LY294002 is a reversible inhibitor of PI3K whereas wortmannin acts irreversibly.[4]
Application of LY294002 causes a substantial acceleration of MEPP frequency (150 μM) at the frog neuromuscular junction through a mechanism that is independent of intraterminal calcium. LY294002 causes the release of MEPPs through a perturbation of synaptotagmin function.[5]
LY294002 is also a BET inhibitor (e.g. of BRD2, BRD3, and BRD4).[6]
- ^ Maira SM, Stauffer F, Schnell C, García-Echeverría C (February 2009). "PI3K inhibitors for cancer treatment: where do we stand?". Biochemical Society Transactions. 37 (Pt 1): 265–272. doi:10.1042/BST0370265. PMID 19143644.
- ^ Arrowsmith CH, Audia JE, Austin C, Baell J, Bennett J, Blagg J, et al. (August 2015). "The promise and peril of chemical probes". Nature Chemical Biology. 11 (8): 536–541. doi:10.1038/nchembio.1867. PMC 4706458. PMID 26196764.
- ^ "LY294002". DrugBank. Retrieved 2009-09-25.
- ^ Vlahos CJ, Matter WF, Hui KY, Brown RF (February 1994). "A specific inhibitor of phosphatidylinositol 3-kinase, 2-(4-morpholinyl)-8-phenyl-4H-1-benzopyran-4-one (LY294002)". The Journal of Biological Chemistry. 269 (7): 5241–5248. doi:10.1016/S0021-9258(17)37680-9. PMID 8106507.
- ^ Searl TJ, Silinsky EM (December 2005). "LY 294002 inhibits adenosine receptor activation by a mechanism independent of effects on PI-3 kinase or casein kinase II". Purinergic Signalling. 1 (4): 389–394. doi:10.1007/s11302-005-0778-6. PMC 2096559. PMID 18404524.
- ^ Dittmann A, Werner T, Chung CW, Savitski MM, Fälth Savitski M, Grandi P, et al. (February 2014). "The commonly used PI3-kinase probe LY294002 is an inhibitor of BET bromodomains". ACS Chemical Biology. 9 (2): 495–502. doi:10.1021/cb400789e. PMID 24533473.