An internal standard for the quantification of PAF C-16
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Unlabeled Version(s)
60900PAF C-16
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PAF C-16-d4

Item No. 360900

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
1-O-hexadecyl-(7,7,8,8-d4)-2-O-acetyl-sn-glyceryl-3-phosphorylcholine
CAS Number
211106-54-6
Synonyms
  • Platelet-activating Factor C-16-d4
Molecular Formula
C26H50D4NO7P
Formula Weight
527.7
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: 25 mg/mlWater: 30 mg/ml
SMILES
CCCCCCCCCCCCCCCCOC[C@H](COP(=O)(O)OCC[N](C)(C)C)OC(=O)C
InChi Code
InChI=1S/C26H54NO7P/c1-6-7-8-9-10-11-12-13-14-15-16-17-18-19-21-31-23-26(34-25(2)28)24-33-35(29,30)32-22-20-27(3,4)5/h26H,6-24H2,1-5H3/t26-/m1/s1/i13D2,14D2
InChi Key
HVAUUPRFYPCOCA-VGOTWLLUSA-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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Certificates of Analysis & Batch Specific Data

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    100 µg

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    Product Description

    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-mass spectrometry. PAF C-16 is a naturally occurring phospholipid produced upon stimulation through two distinct pathways known as the “remodeling” and 'de novo' pathways.1 It is a potent mediator of neutrophil migration,2 the production of reactive oxygen species,3 and IL-64 in human macrophages. It is a more potent mediator of platelet aggregation than PAF C-185. Pathological processes involving PAF include necrotizing enterocolitis,6 inflammation, asthma, and allergy.7

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

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

    2. Carolan, E.J., and Casale, T.B. Degree of platelet activating factor-induced neutrophil migration is dependent upon the molecular species. J. Immunol. 145(8), 2561-2565 (1990).

    3. Rouis, M., Nigon, F., and Chapman, M.J. Platelet activating factor is a potent stimulant of the production of active oxygen species by human monocyte-derived macrophages. Biochem. Biophys. Res. Commun. 156(3), 1293-1301 (1988).

    4. Thivierge, M., and Rola-Pleszczynski, M. Platelet-activating factor enhances interleukin-6 production by alveolar macrophages. J. Allergy Clin. Immunol. 90(5), 796-802 (1992).

    5. Stewart, A.G., and Grigoriadis, G. Structure-activity relationships for platelet-activating factor (PAF) and analogs reveal differences between PAF receptors on platelets and macrophages. J. Lipid Mediat. 4(3), 299-308 (1991).

    6. Wang, H., Tan, X.D., Qu, X.W., et al. Platelet-activating factor (PAF) up-regulates plasma and tissue PAF-acetylhydrolase activity in the rat: Effect of cycloheximide. Pediatr. Res. 42(5), 597-603 (1997).

    7. Sturk, A., Wouter Ten Cate, J., Hosford, D., et al. The synthesis, catabolism, and pathophysiological role of platelet-activating factor. Adv. Lipid. Res. 23, 219-276 (1989).

    Product Citations

    Yan, B., Chu, H., Yang, D., et al. Characterization of the lipidomic profile of human coronavirus-infected cells: Implications for lipid metabolism remodeling upon coronavirus replication. Viruses 11(1), 73 (2019).