| Identification | Back Directory | [Name]
[3-[[3-(2-Amino-2-oxoethyl)-2-ethyl-1-(phenylmethyl)-1H-indol-5-yl]oxy]propyl]-phosphonicacid | [CAS]
164083-84-5 | [Synonyms]
LY 311727
(3-{[3-(2-amino-2-oxoethyl)-1-benzyl-2-ethyl-1H-indol-5-yl]oxy}propyl)phosphonic acid
[3-[[3-(2-Amino-2-oxoethyl)-2-ethyl-1-(phenylmethyl)-1H-indol-5-yl]oxy]propyl]-phosphonicacid
(3-{[3-(2-amino-2-oxoethyl)-1-benzyl-2-ethyl-1H-indol-5-yl]oxy}propyl)phosphonic acid (ApexBio)
Phosphonic acid, P-[3-[[3-(2-aMino-2-oxoethyl)-2-ethyl-1-(phenylMethyl)-1H-indol-5-yl]oxy]propyl]- | [Molecular Formula]
C22H27N2O5P | [MDL Number]
MFCD00943218 | [MOL File]
164083-84-5.mol | [Molecular Weight]
430.43 |
| Chemical Properties | Back Directory | [Boiling point ]
758.2±70.0 °C(Predicted) | [density ]
1.32±0.1 g/cm3(Predicted) | [storage temp. ]
2-8°C | [solubility ]
DMSO: ≥15mg/mL | [form ]
powder | [pka]
2.43±0.10(Predicted) | [color ]
white to tan |
| Hazard Information | Back Directory | [Description]
Secreted phospholipase A2 (sPLA2) isoforms are low molecular weight, millimolar calcium-dependent enzymes that hydrolyze the fatty acid from the sn-2 position of membrane phospholipids. Group IIA sPLA2, also known as sPLA2IIA and non-pancreatic sPLA2, has roles in the regulation of eicosanoid synthesis and may modulate inflammatory signaling. LY311727 is an inhibitor of Group IIA sPLA2 (IC50 = 0.47 μM) that interacts with the active site of the enzyme in a non-covalent manner. It shows greater than 1,500-fold selectivity over pancreatic sPLA2 (Group IB sPLA2). LY311727 is commonly used to distinguish the actions of Group IIA sPLA2 from those of other sPLA2 isoforms in biological systems. | [Uses]
LY311727 is an inhibitor of Group IIA sPLA2 (IC50 = 0.47 μM) that interacts with the active site of the enzyme in a non-covalent manner. It shows greater than 1,500-fold selectivity over pancreatic sPLA2 (Group IB sPLA2). LY311727 is commonly used to distinguish the actions of Group IIA sPLA2 from those of other sPLA2 isoforms in biological systems.[Cayman Chemical]
| [Biochem/physiol Actions]
LY311727 is an orally active; potent secretory Phospholipase A2 (sPLA2; Group IIa) inhibitor. | [in vivo]
LY-311727 (3-30 mg/kg; i.v.) dramatically suppresses the circulating enzyme activity in mice with metallothionein promoter-human secretory PLA2 minigene (Mt-sPLA2) transgenic the intravenous (i.v.) administration[2].
| Animal Model: | C57BL/6J mice, Mt-sPLA2 transgenic mice model[2] | | Dosage: | 3 mg/kg, 10 mg/kg, 30 mg/kg | | Administration: | Intravenous injection | | Result: | Significantly and dose dependently suppressed the PLA2 activity in the serum. |
| [storage]
Store at -20°C | [References]
[1] C. DONG. Total direct chemical synthesis and biological activities of human group IIA secretory phospholipase A2.[J]. The Ukrainian Biochemical Journal, 2002, 110 1: 505-511. DOI: 10.1042/bj20011648
[2] R.W. SCHEVITZ. Structure-based design of the first potent and selective inhibitor of human non-pancreatic secretory phospholipase A2[J]. Nature Structural & Molecular Biology, 1995, 2 6: 458-465. DOI: 10.1038/nsb0695-458
[3] E HURT-CAMEJO. Localization of nonpancreatic secretory phospholipase A2 in normal and atherosclerotic arteries. Activity of the isolated enzyme on low-density lipoproteins.[J]. Arteriosclerosis, Thrombosis, and Vascular Biology, 1997, 17 2: 300-309. DOI: 10.1161/01.atv.17.2.300
[4] L THOMMESEN. Selective inhibitors of cytosolic or secretory phospholipase A2 block TNF-induced activation of transcription factor nuclear factor-kappa B and expression of ICAM-1.[J]. Journal of immunology, 1998, 161 7: 3421-3430.
[5] H SHINOHARA. Regulation of delayed prostaglandin production in activated P388D1 macrophages by group IV cytosolic and group V secretory phospholipase A2s.[J]. The Journal of Biological Chemistry, 1999, 274 18: 12263-12268. DOI: 10.1074/jbc.274.18.12263
[6] J BALSINDE. Group V phospholipase A(2)-dependent induction of cyclooxygenase-2 in macrophages.[J]. The Journal of Biological Chemistry, 1999, 274 37: 25967-25970. DOI: 10.1074/jbc.274.37.25967 |
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