An internal standard for the quantification of lyso-PAF C-18
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Unlabeled Version(s)
60916Lyso-PAF C-18
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Lyso-PAF C-18-d4

Item No. 10010228

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
1-O-octadecyl-sn-glyceryl-3-phosphorylcholine-9,9,10,10-d4
Molecular Formula
C26H52D4NO6P
Formula Weight
513.7
Purity
≥99% deuterated forms (d1-d4)
Formulation
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 10 mg/mlDMSO: 10 mg/mlEthanol: 10 mg/mlPBS (pH 7.2): 10 mg/mlWater: 20 mg/ml
SMILES
O=P(OCC[N+](C)(C)C)([O-])OC[C@H](O)COCCCCCCCCC([2H])([2H])C([2H])([2H])CCCCCCCC
InChi Code
InChI=1S/C26H56NO6P/c1-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-22-31-24-26(28)25-33-34(29,30)32-23-21-27(2,3)4/h26,28H,5-25H2,1-4H3/t26-/m1/s1/i12D2,13D2
InChi Key
XKBJVQHMEXMFDZ-QQOFCICESA-N
Side Chain Carbon Sum
18:0
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    500 µg

    $134

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    1 mg

    $240

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    Product Description

    Lyso-PAF C-18-d4 contains four deuterium atoms at the 9, 9', 10, and 10' positions. It is intended for use as an internal standard for the quantification of Lyso-PAF C-18 by GC- or LC-mass spectrometry. Lyso-PAF C-18 can be formed by either the action of PAF-AH on PAF C-18 or by the action of a CoA-independent transacylase on 1-O-octadecyl-2-acyl-glycerophosphocholine.1,2,3 Lyso PAF C-18 is a substrate for either PAF C-18 formation by the remodeling pathway or selective acylation with arachidonic acid by a CoA-independent transacylase.4,5

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Stafforini, D.M., Prescott, S.M., and McIntyre, T.M. Human plasma platelet-activating factor acetylhydrolase. The Journal of Biological Chemisty 262(9), 4223-4230 (1987).

    2. Uemura, Y., Lee, T., and Snyder, F. A coenzyme A-independent transacylase is linked to the formation of platelet-activating factor (PAF) by generating the lyso-PAF intermediate in the remodeling pathway. The Journal of Biological Chemisty 266(13), 8268-8272 (1991).

    3. Venable, M.E., Nieto, M.L., Schmitt, J.D., et al. Conversion of 1-O-[3H]alkyl-2-arachidonoyl-sn-glycero-3-phosphorylcholine to lyso platelet-activating factor by the CoA-independent transacylase in membrane fractions of human neutrophils. The Journal of Biological Chemisty 266(28), 18691-18698 (1991).

    4. Prescott, S.M., Zimmerman, G.A., and McIntyre, T.M. Platelet-activating factor. The Journal of Biological Chemisty 265(29), 17381-17384 (1990).

    5. Venable, M.E., Olson, S.C., Nieto, M.L., et al. Enzymatic studies of lyso platelet-activation factor acylation in human neutrophils and changes upon stimulation. The Journal of Biological Chemisty 268(11), 7965-7975 (1993).