An internal standard for the quantification of Lyso-PAF C-16
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Unlabeled Version(s)
60906Lyso-PAF C-16
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Lyso-PAF C-16-d4

Item No. 360906

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
1-O-hexadecyl-(7,7,8,8-d4)-sn-glyceryl-3-phosphorylcholine
CAS Number
201216-37-7
Synonyms
  • Lyso-Platelet-activating Factor C-16-d4
Molecular Formula
C24H48D4NO6P
Formula Weight
485.7
Purity
≥99% deuterated forms (d1-d4)
Formulation
A 1 mg/ml solution in ethanol
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
CCCCCCCCCCCCCCCCOC[C@@H](O)COP(=O)(O)OCC[N](C)(C)C
InChi Code
InChI=1S/C24H52NO6P/c1-5-6-7-8-9-10-11-12-13-14-15-16-17-18-20-29-22-24(26)23-31-32(27,28)30-21-19-25(2,3)4/h24,26H,5-23H2,1-4H3/t24-/m1/s1/i12D2,13D2
InChi Key
VLBPIWYTPAXCFJ-OAJQLNMKSA-N
Side Chain Carbon Sum
16:0
Shipping & Storage Information
Storage
-20°C
Shipping
Wet ice in continental US; may vary elsewhere
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    Product Description

    Lyso-PAF C-16-d4 contains four deuterium atoms at the 7, 7', 8, and 8' positions of the hexadecyl moiety. It is intended for use as an internal standard for the quantification of PAF C-16 by GC- or LC-MS. Lyso-PAF C-16 can be formed by either the action of PAF-AH on PAF C-16, or by the action of a CoA-independent transacylase on 1-O-hexadecyl-2-acyl-glycerophosphocholine.1,2,3 Lyso-PAF C-16 is a substrate for either PAF C-16 formation by the remodeling pathway4 or selective acylation with arachidonic acid by a CoA-independent transacylase.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).

    Product Citations

    Medved, J., Knott, B.M., Tarrah, S.N., et al. The lysophospholipid-binding molecule CD1D is not required for the alloimmunization response to fresh or stored RBCs in mice despite RBC storage driving alterations in lysophospholipids. Transfusion 61(7), 2169-2178 (2021).