1009734-59-1Relevant articles and documents
Synthesis of analogues of (E)-1-hydroxy-2-methylbut-2-enyl 4-diphosphate, an isoprenoid precursor and human γδ T cell activator
Van Hoof, Steven,Lacey, Carl Jeffrey,Roehrich, Rene C.,Wiesner, Jochen,Jomaa, Hassan,Van Calenbergh, Serge
, p. 1365 - 1370 (2008/09/16)
(Chemical Equation Presented) (E)-1-Hydroxy-2-methyl-but-2-enyl 4-diphosphate (HMBPP) is an intermediate in the non-mevalonate pathway for the biosynthesis of isoprenoids and also serves as a very strong activator of human γδ T cells expressing Vγ9Vδ2 receptors. This paper describes the synthesis of analogues of HMBPP, in which the diphosphate group is replaced by potential isosteric moieties, i.e., carbamate, N-acyl-N′-oxy sulfamate, or aminosulfonyl carbamate functionalities. The potential of the synthesized analogues to stimulate Vγ9/Vδ2 T cell response or to inhibit GcpE and LytB, the last enzymes in the non-mevalonate pathway, was assessed.