A substrate for PLA2s
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1,2-bis(heptanoylthio) Glycerophosphocholine

Item No. 62235

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
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
Synonyms
  • Diheptanoyl Thio-PC
  • 1,2-bis(Heptanoylthio)-1,2-dideoxy-sn-glycero-3-phosphorylcholine
Molecular Formula
C22H44NO6PS2
Formula Weight
513.7
Purity
≥95%
Formulation (Request formulation change)
A 25 mg/ml solution in ethanol
Solubility(Learn about Variance in Solubility)
DMF: 50 mg/mlDMSO: 50 mg/mlEthanol: 25 mg/mlPBS, pH 7.2: 62 µg/ml
SMILES
CCCCCCC(SC[C@@H](SC(CCCCCC)=O)COP([O-])(OCC[N+](C)(C)C)=O)=O
InChi Code
InChI=1S/C22H44NO6PS2/c1-6-8-10-12-14-21(24)31-19-20(32-22(25)15-13-11-9-7-2)18-29-30(26,27)28-17-16-23(3,4)5/h20H,6-19H2,1-5H3/t20-/m0/s1
InChi Key
LFFIJRJGKBSELO-FQEVSTJZSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Wet ice in continental US; may vary elsewhere
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Certificates of Analysis & Batch Specific Data

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    5 mg

    $173

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    10 mg

    $327

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    25 mg

    $770

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    50 mg

    $1,368

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    Product Description

    1,2-bis(heptanoylthio) Glycerophosphocholine (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

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Roberts, M.F. Phospholipases: Structural and functional motifs for working at an interface. The FASEB Journal 10(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(11), 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(1), 190-197 (1992).