A chromogenic substrate for PLA2
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Palmitoyl thio-PC

Item No. 10010521

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
(R)-4-hydroxy-N,N,N-trimethyl-10-oxo-7-[(1-oxohexadecyl)thio]-3,5,9-trioxa-4-phosphapentacosan-1-aminium, 4-oxide, inner salt
CAS Number
113881-60-0
Molecular Formula
C40H80NO7PS
Formula Weight
750.1
Purity
≥98%
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
Ethanol: 50 mg/mlEthanol:PBS (pH 7.2) (1:1): 0.5 mg/ml
SMILES
CCCCCCCCCCCCCCCC(OC[C@@H](SC(CCCCCCCCCCCCCCC)=O)COP(OCC[N+](C)(C)C)([O-])=O)=O
InChi Code
InChI=1S/C40H80NO7PS/c1-6-8-10-12-14-16-18-20-22-24-26-28-30-32-39(42)46-36-38(37-48-49(44,45)47-35-34-41(3,4)5)50-40(43)33-31-29-27-25-23-21-19-17-15-13-11-9-7-2/h38H,6-37H2,1-5H3/t38-/m1/s1
InChi Key
CJNCGLSWHABGOT-KXQOOQHDSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    1 mg

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    Product Description

    Thioester analogs of glycerophospholipids, in combination with Ellman’s reagent, are convenient colorimetric substrates for the measurement of phospholipase (PL) activity.1,2 Palmitoyl thio-PC is a chromogenic PLA2 substrate that contains a palmitoyl thioester at the sn-2 position of the glycerol backbone. Hydrolysis of the thioester by PLA2 yields a free thiol that reacts readily with DTNB (Ellman’s reagent) giving a bright yellow product with an absorbance maximum at 412 nm. Palmitoyl thio-PC has been used to measure bee venom sPLA2 activity in a phospholipid:Triton X-100 mixed micelle system.3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    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(11), 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(1), 190-197 (1992).

    3. Balet, C., Clingman, K.A., and Hajdu, J. 1-palmitoyl-2-thiopalmitoyl phosphatidylcholine, a highly specific chromogenic substrate of phospholipase A2. Biochem. Biophys. Res. Commun. 150(2), 561-567 (1988).