An isosteric analog of PAF
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2-thio PAF

Item No. 60945

Technical Information
Formal Name
1-O-hexadecyl-2-deoxy-2-thio-S-acetyl-sn-glyceryl-3-phosphorylcholine
CAS Number
96801-55-7
Molecular Formula
C26H54NO6PS
Formula Weight
Purity
≥98%
A 25 mg/ml solution in ethanol
DMF: >25 mg/mlDMSO: >25 mg/mlPBS pH 7.2: >50 mg/ml
SMILES
CCCCCCCCCCCCCCCCOC[C@@H](SC(C)=O)COP(OCC[N+](C)(C)C)([O-])=O
InChi Code
InChI=1S/C26H54NO6PS/c1-6-7-8-9-10-11-12-13-14-15-16-17-18-19-21-31-23-26(35-25(2)28)24-33-34(29,30)32-22-20-27(3,4)5/h26H,6-24H2,1-5H3/t26-/m1/s1
InChi Key
YPPZOKNKENLFTE-AREMUKBSSA-N
Shipping & Storage Information
Storage
-80°C
Shipping
Dry ice in continental US; may vary elsewhere
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    Product Description

    2-thio PAF is an isosteric analog of PAF. It is also a synthetic analog of PAF which contains an acetyl group attached by a thioester bond at the sn-2 position. It functions as a PAF receptor agonist, and its potency is comparable to PAF C-18 in rabbit platelet aggregation, and to PAF C-16 in the activation of guinea pig macrophages.1 2-thio PAF is a substrate for lysophospholipase II and for PAF-AH, and is the substrate used in Cayman’s PAF-AH Assay Kit (Item No. 760901).2

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. 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).

    2. Aarsman, A.J., Neys, F.W., and Van den Bosch, H. Catabolism of platelet-activating factor and its acyl analog. Differentiation of the activities of lysophospholipase and platelet-activating-factor acetylhydrolase. Eur. J. Biochem. 200(1), 187-193 (1991).