tetrazolyl histidine

Tetrazolyl histidine is a synthetic small molecule derived from the amino acid histidine by introducing a tetrazole ring onto its imidazole side chain. Its molecular formula is C7H9N7O and it has a molecular weight of 207.19 g/mol[1][2][3]. The compound features both an imidazole and a tetrazole moiety; this dual structure allows it to mimic carboxylic acid groups in biological systems and participate in hydrogen bonding interactions[3][5]. Tetrazolyl histidine has been studied for its potential as a scaffold in medicinal chemistry due to its ability to modify protein structures—particularly through covalent modification of amino acid residues such as histidine and tyrosine—which may affect enzyme function or protein-protein interactions[5]. Some derivatives have demonstrated broad-spectrum activity against Staphylococcus aureus and Plasmodium falciparum in vitro[4], but there are no approved clinical indications or advanced clinical trials for this compound. It remains primarily an experimental tool for biochemical research.

Other names

tetrazolyl histidine(2S)-2-amino-3-(1-(2H-1,2,3,4-tetrazol-5-yl)-1H-imidazol-4-yl)propanal(2S)-2-amino-3-[1-(2H-1,2,3,4-tetrazol-5-yl)-1H-imidazol-4-yl]propanal(2S)-2-amino-3-[1-(1H-tetrazol–5–yl)–1H–imidazol–4–yl]propanal