PAF with a reactive carboxylic acid group
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PAF C-16 Carboxylic Acid

Item No. 15392

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
(R)-7-(acetyloxy)-24-carboxy-4-hydroxy-N,N,N-trimethyl-3,5,9-trioxa-4-phosphatetracosan-1-aminium, inner salt, 4-oxide
CAS Number
129879-41-0
Synonyms
  • CPAGP
  • Platelet-activating Factor C-16 Carboxylic Acid
Molecular Formula
C26H52NO9P
Formula Weight
553.7
Purity
≥95%
Formulation (Request formulation change)
A 5 mg/ml solution in ethanol
Solubility(Learn about Variance in Solubility)
DMF: 1 mg/mlDMSO: 15 mg/mlEthanol: 25 mg/mlPBS (pH 7.2): 10 mg/ml
SMILES
C[N+](C)(C)CCOP([O-])(OC[C@H](OC(C)=O)COCCCCCCCCCCCCCCCC(O)=O)=O
InChi Code
InChI=1S/C26H52NO9P/c1-24(28)36-25(23-35-37(31,32)34-21-19-27(2,3)4)22-33-20-17-15-13-11-9-7-5-6-8-10-12-14-16-18-26(29)30/h25H,5-23H2,1-4H3,(H-,29,30,31,32)/t25-/m1/s1
InChi Key
PKDXOBRCEXMRQQ-RUZDIDTESA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    500 µg

    $160

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    1 mg

    $304

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    5 mg

    $1,197

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    10 mg

    $2,233

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    Product Description

    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 and the production of reactive oxygen species and IL-6.2,3,4 Pathological processes involving PAF include necrotizing enterocolitis, inflammation, asthma, and allergy.5,6 PAF C-16 Carboxylic acid is modified with a carboxylic acid group terminating the C-16 alkyl chain. This provides a convenient site for chemical crosslinking.

    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. 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).

    6. 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).