LY311727

Product Name: LY311727
CAS No.: 164083-84-5
Chemical Name: LY311727
Synonyms: LY 311727;3-(1-Benzyl-2-ethyl-3-carboxamido-methyl-indol-5-yl)-oxy-propan-ephosphonic acid;(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]-
CBNumber: CB02518822
Molecular Formula: C22H27N2O5P
Formula Weight: 430.43
MOL File: 164083-84-5.mol

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LY311727 Property

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
pka: 2.43±0.10(Predicted)
form: powder
color: white to tan

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Safety

WGK Germany: 3

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Hazard and Precautionary Statements (GHS)

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N-Bromosuccinimide Price

Cayman Chemical

Product number: 17973
Product name: LY311727
Purity: ≥95%
Packaging: 1mg
Price: $37
Updated: 2024/03/01

Cayman Chemical

Product number: 17973
Product name: LY311727
Purity: ≥95%
Packaging: 5mg
Price: $127
Updated: 2024/03/01

Cayman Chemical

Product number: 17973
Product name: LY311727
Purity: ≥95%
Packaging: 10mg
Price: $231
Updated: 2024/03/01

TRC

Product number: L486640
Product name: LY311727
Packaging: 25mg
Price: $450
Updated: 2021/12/16

Usbiological

Product number: 255724
Product name: LY 311727
Packaging: 10mg
Price: $480
Updated: 2021/12/16

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LY311727 Chemical Properties,Usage,Production

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]

Uses

LY 311727 is an inhibitor of secretory phospholipase A2 (sPLA2) and can be used to block Pseudomonas aeruginosa cytotoxicity. It can also attenuate VEGF-mediated platelet-activating factor (PAF) synthesis in HUVEC and BAEC cells.

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.

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

LY311727 Preparation Products And Raw materials

Raw materials

Preparation Products

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164083-84-5, LY311727Related Search:

1-AMINO-2-BUTANOL Ethyl formate CHLOROETHANE Ethyl butyrate Ethyl vanillin EPA

[3-[[3-(2-Amino-2-oxoethyl)-2-ethyl-1-(phenylmethyl)-1H-indol-5-yl]oxy]propyl]-phosphonicacid

LY 311727

Phosphonic acid, P-[3-[[3-(2-aMino-2-oxoethyl)-2-ethyl-1-(phenylMethyl)-1H-indol-5-yl]oxy]propyl]-

(3-{[3-(2-amino-2-oxoethyl)-1-benzyl-2-ethyl-1H-indol-5-yl]oxy}propyl)phosphonic acid

(3-{[3-(2-amino-2-oxoethyl)-1-benzyl-2-ethyl-1H-indol-5-yl]oxy}propyl)phosphonic acid (ApexBio)

3-(1-Benzyl-2-ethyl-3-carboxamido-methyl-indol-5-yl)-oxy-propan-ephosphonic acid

164083-84-5

C22H27N2O5P