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Elsevier, Bioorganic and Medicinal Chemistry Letters, 7(13), p. 1257-1260

DOI: 10.1016/s0960-894x(03)00138-0

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Replacing the pyrophosphate group of HMB-PP by a diphosphonate function abrogates Its potential to activate human γδ T cells but does not lead to competitive antagonism

Journal article published in 2003 by Armin Reichenberg, Martin Hintz, Yvonne Kletschek, Tanja Kuhl, Christian Haug, Rosel Engel, Jens Moll, Dmitry N. Ostrovsky, Hassan Jomaa, Matthias Eberl ORCID
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This paper is available in a repository.

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Abstract

The immunological characterization of (E)-4-hydroxy-3-methyl-but-2-enyl pyrophosphate (HMB-PP), and its methylenediphosphonate analogue, HMB-PCP, is described. With an EC(50) of 0.1-0.2 nM, HMB-PP is significantly more potent in stimulating human Vgamma9/Vdelta2 T cells than any other compound described so far. However, replacing the pyrophosphate by a P-CH(2)-P function abrogates the bioactivity drastically, with HMB-PCP having a EC(50) of only 5.3 microM.