An inhibitor of Group IIA sPLA2
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LY311727

Item No. 17973

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
P-[3-[[3-(2-amino-2-oxoethyl)-2-ethyl-1-(phenylmethyl)-1H-indol-5-yl]oxy]propyl]-phosphonic acid
CAS Number
164083-84-5
Molecular Formula
C22H27N2O5P
Formula Weight
430.4
Purity
≥95%
Formulation
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 30 mg/mlDMSO: 30 mg/mlPBS (pH 7.2): 2 mg/ml
λmax
225, 283 nm
SMILES
OP(CCCOC1=CC=C(N(CC2=CC=CC=C2)C(CC)=C3CC(N)=O)C3=C1)(O)=O
InChi Code
InChI=1S/C22H27N2O5P/c1-2-20-19(14-22(23)25)18-13-17(29-11-6-12-30(26,27)28)9-10-21(18)24(20)15-16-7-4-3-5-8-16/h3-5,7-10,13H,2,6,11-12,14-15H2,1H3,(H2,23,25)(H2,26,27,28)
InChi Key
OPWQYOUZRHDKBR-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    1 mg

    $41

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    5 mg

    $140

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    10 mg

    $255

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    Product Description

    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.1,2 It shows greater than 1,500-fold selectivity over pancreatic sPLA2 (Group IB sPLA2).2 LY311727 is commonly used to distinguish the actions of Group IIA sPLA2 from those of other sPLA2 isoforms in biological systems.3,4,5,6

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Dong, C.Z., Romieu, A., Heymans, F., et al. Total direct chemical synthesis and biological activities of human group IIA secretory phospholipase A2. Biochem. J. 365, 505-511 (2002).

    2. Schevitz, R.W., Bach, N.J., Carlson, D.G., et al. Structure-based design of the first potent and selective inhibitor of human non-pancreatic secretory phospholipase A2. Nat. Struct. Biol. 2(6), 458-465 (1995).

    3. Hurt-Camejo, E., Andersen, S., Standal, R., et al. Localization of nonpancreatic secretory phospholipase A2 in normal and atherosclerotic arteries. Activity of the isolated enzyme on low-density lipoproteins. Arterioscler. Thromb. Vasc. Biol. 17, 300-309 (1997).

    4. Thommesen, L., Sjursen, W., Gåsvik, K., et al. Selective inhibitors of cytosolic or secretory phospholipase A2 block TNF-induced activation of transcription factor nuclear factor-κB and expression of ICAM-1. J. Immunol. 161, 3421-3430 (1998).

    5. Shinohara, H., Balboa, M.A., Johnson, C.A., et al. Regulation of delayed prostaglandin production in activated P388D1 macrophages by group IV cytosolic and group V secretory phospholipase A2s. The Journal of Biological Chemisty 274(18), 12263-12268 (1999).

    6. Balsinde, J., Shinohara, H., Lefkowitz, L.J., et al. Group V phospholipase A2-dependent inducation of cyclooxygenase-2 in macrophages. The Journal of Biological Chemisty 274, 25967-25970 (1999).