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1,2-bis(heptanoylthio) Glycerophosphocholine

Cayman Chemical Item Number 62235

Diheptanoyl Thio-PC; 1,2-bis(Heptanoylthio)-1,2-dideoxy-sn-glycero-3-phosphorylcholine (CAS 89019-63-6)

1,2-bis(heptanoylthio) Glycerophosphocholine (CAS 89019-63-6)

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Description

Diheptanoyl Thio-PC is a substrate for all phospholipase A2s (PLA2s) with the exception of cPLA2 and PAF-acetyl hydrolase (PAF-AH).1 Interaction of this compound with a PLA2 results in cleavage of the sn-2 fatty acid generating a free thiol on the lysophospholipid. This free thiol can be detected using chromogenic substrates such as DTNB (Ellman’s reagent) and DTP.2,3

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

2 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).

3 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).

Synonyms
  • Diheptanoyl Thio-PC
  • 1,2-bis(Heptanoylthio)-1,2-dideoxy-sn-glycero-3-phosphorylcholine
Formal Name (S)-​4-​hydroxy-​N,​N,​N-​trimethyl-​10-​oxo-​7-​[(1-​oxoheptyl)thio]-​3,​5-​dioxa-​9-​thia-​4-​phosphahexadecan-​1-​aminium
CAS Number 89019-63-6
Molecular Formula C22H44NO6PS2
Formula Weight 513.7
Formulation A solution in ethanol
Purity ≥95%
Stability 1 year
Storage -20°C
Shipping Wet ice in continental US; may vary elsewhere
SMILES
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CCCCCCC(SC[C@@H]​(SC(CCCCCC)​=O)​COP([O-]​)​(OCC[N+]​(C)​(C)​C)​=O)​=O

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).

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).

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

1,2-bis(heptanoylthio) Glycerophosphocholine 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
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 2012-05-26. 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.

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