L-naphthyl-1-acetamido boronic acid alanine

L-naphthyl‑1‑acetamido boronic acid alanine is a synthetic small molecule belonging to the class of naphthalene derivatives containing a boronic acid moiety. It has been studied primarily as an experimental transition-state analog inhibitor of serine proteases, such as alpha-chymotrypsin and subtilisin Carlsberg. The compound acts by forming a covalent tetrahedral adduct with the catalytic serine residue in the enzyme active site, mimicking the transition state of peptide bond hydrolysis and thereby inhibiting enzymatic activity. This mechanism makes it useful for probing stereoselectivity and binding interactions in protease research[5][7]. There are no approved therapeutic indications or marketed products containing this compound.

Other names

L-naphthyl-1-acetamido boronic acid alanineL-naphthyl1-acetamido boronic acid alanineL-naphthyl 1-acetamido boronic acid alanine((2S)-2-amino-2-carboxyethoxy)((1R)-1-acetamido-2-(naphthalen-1-yl)ethyl)dihydroxyboranuide[(2S)-2-amino-2-carboxyethoxy][(1R)-1-acetamido-2-(naphthalen-1-yl)ethyl]dihydroxyboranuide[(1R)-1-(acetylamino)-2-naphthalen-1‑ylethyl](dihydroxy)(L-serinato-kappaO~3~)borate(1‑)