Heptanoyl thio-PC

• CAT Number: R011230
• Molecular Formula: C31H64NO6PS
• Molecular Weight: 609.9
• Purity: ≥95%
• Storage: -20°C
• InChI: InChI=1S/C31H64NO6PS/c1-6-8-10-12-13-14-15-16-17-18-19-20-21-23-26-36-28-30(40-31(33)24-22-11-9-7-2)29-38-39(34,35)37-27-25-32(3,4)5/h30H,6-29H2,1-5H3/t30-/m1/s1
• InChIKey: HWBAKTCCNWQOTL-SSEXGKCCSA-N
• SMILES: CCCCCCCCCCCCCCCCOC[C@H](COP(=O)(O)OCC[N](C)(C)C)SC(=O)CCCCCC

Thioester analogs of glycerophospholipids, in combination with Ellman’s reagent, are convenient colorimetric substrates for the measurement of phospholipase (PL) activity. Diheptanoyl thio-<wbr></wbr>PC is a commonly-<wbr></wbr>used colorimetric substrate for all PLA2s, with the exception of cPLA2 and platelet-<wbr></wbr>activating factor acetylhydrolase (PAF-<wbr></wbr>AH). Heptanoyl thio-<wbr></wbr>PC is an analog of diheptanoyl thio-<wbr></wbr>PC that contains an ether-<wbr></wbr>linked saturated C16 moiety at the sn-<wbr></wbr>1 position rather than a heptanoyl thiol ester. Porcine pancreatic and bee venom sPLA2 enzymes exhibit 10-<wbr></wbr>13 fold less activity when assayed with heptanoyl thio-<wbr></wbr>PC compared to diheptanoyl thio-<wbr></wbr>PC. This decrease in activity has not been thoroughly investigated.

Reference

1.Hendrickson, H.S.,Hendrickson, E.K., and Dybvig, R.H. Chiral synthesis of a dithiolester analog of phosphatidylcholine as a substrate for the assay of phospholipase A2. Journal of Lipid Research 24, 1532-1537 (1983).