A competitive, reversible inhibitor of sPLA2
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Thioetheramide-PC

Item No. 62750

Technical Information
Formal Name
1,2-dideoxy-1-(S-hexadecyl)thio-2-(N-hexadecanoyl)amino-sn-glyceryl-3-phosphorylcholine
CAS Number
116457-99-9
Synonyms
  • 1-Palmitylthio-2-palmitoylamido-1,2-dideoxy-sn-glycero-3-phosphorylcholine
Molecular Formula
C40H83N2O5PS
Formula Weight
Purity
≥95%
Formulation
A 10 mg/ml solution in ethanol
4.25 mM Triton X-100: SolubleEthanol: 10 mg/ml
SMILES
CCCCCCCCCCCCCCCC(N[C@@H](COP(OCC[N+](C)(C)C)([O-])=O)CSCCCCCCCCCCCCCCCC)=O
InChi Code
InChI=1S/C40H83N2O5PS/c1-6-8-10-12-14-16-18-20-22-24-26-28-30-32-36-49-38-39(37-47-48(44,45)46-35-34-42(3,4)5)41-40(43)33-31-29-27-25-23-21-19-17-15-13-11-9-7-2/h39H,6-38H2,1-5H3,(H-,41,43,44,45)/t39-/m0/s1
InChi Key
WLWWVTPUDQTUJU-KDXMTYKHSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    Thioetheramide-PC is a structurally modified phospholipid that functions as a competitive, reversible inhibitor of secretory phospholipase A2 (sPLA2).1,2 The IC50 value for thioetheramide-PC is 2 µM at a substrate concentration of 0.5 mM.1 In addition to binding to the catalytic site of sPLA2, thioetheramide-PC also binds to the activator site of this enzyme. The binding of thioetheramide-PC to the activator site is tighter than its binding to the catalytic site. The result of this dual interaction is that at low concentrations thioetheramide-PC may activate phospholipase activity rather than inhibiting it.1

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Yu, L., Deems, R.A., Hajdu, J., et alThe interaction of phospholipase A2 with phospholipid analogues and inhibitors. The Journal of Biological Chemisty 265, 2657-2664 (1990).

    2. Plesniak, L.A., Boegeman, S.C., Segelke, B.W., et alInteraction of phospholipase A2 with thioether amide containing phospholipid analogues. Biochemistry 32, 5009-5016 (1993).