Heptanoyl thio-PC (Inchi key HWBAKTCCNWQOTL-SSEXGKCCSA-N) || Cayman Chemical | Supplier
Heptanoyl thio-PC
Item № 10006809
Purity ≥98%
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SIZE PRICE QUANTITY SUBTOTAL
CART TOTAL $0.00
5 mg $123.00 $0.00
10 mg $234.00 $0.00
25 mg $554.00 $0.00
50 mg $984.00 $0.00

Pricing updated 2015-09-01. Prices are subject to change without notice.

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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.

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Technical Information
Formal Name 1-​O-​hexadecyl-​2-​deoxy-​2-​thio-​R-​(heptanoyl)-​sn-​glyceryl-​3-​phosphocholine
Molecular Formula C31H64NO6PS
Formula Weight 609.9
Purity ≥98%
Formulation A solution in ethanol
SMILES CCCCCCCCCCCCCCCCOC[C@H]​(COP(=O)​(O)​OCC[N]​(C)​(C)​C)​SC(=O)​CCCCCC
InChI Code ​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
InChI Key HWBAKTCCNWQOTL-SSEXGKCCSA-N

WARNING - This product is not for human or veterinary use.

Shipping & Storage
Storage -20°C
Shipping Room temperature in continental US; may vary elsewhere
Stability 1 year
Product Downloads & Resources
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Download Product Insert 102 Kb PDF

Download Safety Data Sheet (SDS) 28 Kb PDF

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Additional Information

View the Cayman Structure Database for chemical structure definitions for many Cayman products

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Inserts
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References & Background Reading
Product Description References

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).

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