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Heptanoyl thio-PC

Cayman Chemical Item Number 10006809

Heptanoyl thio-PC

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Description

Thioester analogs of glycerophospholipids, in combination with Ellman’s reagent, are convenient colorimetric substrates for the measurement of phospholipase (PL) activity.1,2 Diheptanoyl thio-PC is a commonly-used colorimetric substrate for all PLA2s, with the exception of cPLA2 and platelet-activating factor acetylhydrolase (PAF-AH).3 Heptanoyl thio-PC is an analog of diheptanoyl thio-PC that contains an ether-linked saturated C16 moiety at the sn-1 position rather than a heptanoyl thiol ester. Porcine pancreatic and bee venom sPLA2 enzymes exhibit 10-13 fold less activity when assayed with heptanoyl thio-PC compared to diheptanoyl thio-PC.4 This decrease in activity has not been thoroughly investigated.

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. J Lipid Res 24 1532-1537 (1983).

2 Reynolds, L.J., Hughes, L.L., and Dennis, E.A. Analysis of human synovial fluid phospholipase A2 on short chain phosphatidylcholine-mixed micelles: Development of a spectrophotometric assay suitable for a microtiterplate reader. Anal Biochem 204 190-197 (1992).

3 Roberts, M.F. Phospholipases: Structural and functional motifs for working at an interface. FASEB J 10 1159-1172 (1996).

4 Johnson, J. Personal Communication. (2005).

Formal Name 1-​O-​hexadecyl-​2-​deoxy-​2-​thio-​R-​(heptanoyl)-​sn-​glyceryl-​3-​phosphocholine
Molecular Formula C31H64NO6PS
Formula Weight 609.9
Formulation A solution in ethanol
Purity ≥98%
Stability 1 year
Storage -20°C
Shipping Room temperature in continental US; may vary elsewhere
SMILES
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CCCCCCCCCCCCCCCCOC[C@H]​(COP(=O)​(O)​OCC[N]​(C)​(C)​C)​SC(=O)​CCCCCC

Background Reading

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. J Lipid Res 24 1532-1537 (1983).

Roberts, M.F. Phospholipases: Structural and functional motifs for working at an interface. FASEB J 10 1159-1172 (1996).

Johnson, J. Personal Communication. (2005).

Reynolds, L.J., Hughes, L.L., and Dennis, E.A. Analysis of human synovial fluid phospholipase A2 on short chain phosphatidylcholine-mixed micelles: Development of a spectrophotometric assay suitable for a microtiterplate reader. Anal Biochem 204 190-197 (1992).

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Heptanoyl thio-PC is available in the following screening library:

Size Price Quantity Subtotal
5 mg $123.00 $0.00
10 mg $234.00 $0.00
25 mg $554.00 $0.00
50 mg $984.00 $0.00
Bulk Contact
Cart Total $0.00

This product is available in custom sizes and/or larger quantities.

Please contact our Sales Department for a quote or to purchase.

Pricing updated 2012-05-25. Prices are subject to change without notice.

To ask for assistance with one of our products please contact a Technical Support Scientist.

Warning This product is not for human or veterinary use.

Related Products

1,2-bis(heptanoylthio) Glycerophosphocholine
Arachidonoyl thio-PC
HEPC
Palmitoyl thio-PC
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