HEPC

Cayman Chemical Item Number 10006695

2-Hexadecanoylthio-1-Ethylphosphorylcholine (CAS 60793-01-3)

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Description

Thioester analogs of glycerophospholipids, in combination with Ellman’s reagent, are convenient colorimetric substrates for the measurement of phospholipase activity. HEPC is a truncated analog of phosphatidylcholine with the entire sn-1 substituent deleted, and with a hexadecylthioester in the sn-2 position.1 HEPC is a substrate for Type II phospholipase A2 (PLA2) enzymes, such as porcine pancreatic, bee venom, and snake venom PLA2. The intrinsic biological activity of HEPC has not been actively investigated.

1. Bhat, M.K., Mueller-Harvey, I., Sumner, I.G., et al. Simplified methods for the synthesis of 2-hexadecanoylthio-1-ethylphosphorylcholine and for the determination of phospholipase A2 activity. Biochem Biophys Acta 1166 244-250 (1993).

Synonyms
  • 2-Hexadecanoylthio-1-Ethylphosphorylcholine
Formal Name 4-​oxide-​4-​hydroxy-​N,​N,​N-​trimethyl-​9-​oxo-​3,​5-​dioxa-​8-​thia-​4-​phosphatetracosan-​1-​aminium,​ inner salt
CAS Number 60793-01-3
Molecular Formula C23H48NO5PS
Formula Weight 481.7
Formulation A solution in ethanol
Purity ≥95%
Stability 1 year
Storage -20°C
Shipping Room temperature in continental US; may vary elsewhere
SMILES
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CCCCCCCCCCCCCCCC(SCCOP([O-]​)​(OCC[N+]​(C)​(C)​C)​=O)​=O
InCHI Code
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​1S/C23H48NO5PS/c1-5-6-7-8-9-10-11-12-13-14-15-16-17-18-23(25)​31-22-21-29-30(26,27)​28-20-19-24(2,3)​4/h5-22H2,1-4H3
InCHI Key
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BDPQVGIMLZYZQA-UHFFFAOYSA-N

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HEPC is available in the following screening library:

Size Price Quantity Subtotal
5 mg $128.00 $0.00
10 mg $243.00 $0.00
25 mg $576.00 $0.00
50 mg $1,024.00 $0.00
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Pricing updated 2015-05-22. Prices are subject to change without notice.

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