(S)-4-bromo-3-hydroxy-3-methylbutyl diphosphate

(S)-4-bromo-3-hydroxy-3-methylbutyl diphosphate is a synthetic small molecule belonging to the class of organic diphosphates. It is structurally related to isopentenyl pyrophosphate analogs and has been studied primarily as an experimental tool compound. This compound acts as a potent, irreversible inhibitor of the enzyme isopentenyl pyrophosphate/dimethylallyl pyrophosphate isomerase (IPPI), which plays a key role in the mevalonate pathway. Crystallographic studies have shown that it forms covalent complexes with IPPI, supporting an SN2 reaction mechanism for inhibition. Its use has provided insights into phosphoantigen binding and potential development of novel mevalonate pathway inhibitors[1][5][7].

Other names

SBH(S)-4-bromo-3-hydroxy-3-methylbutyl diphosphate({[(3S)-4-bromo-3-hydroxy-3-methylbutoxy](hydroxy)phosphoryl}oxy)phosphonic acid