Complex formation of silver() ions with a glucosinolate derivative: structural and mechanistic insights into myrosinase-mimicking C-S bond cleavage

The crystal structure of an unprecedented silver complex of O -acetylsinigrin has shown chelating bonds of the sulfated thiohydroximate and an η 2 -bond of the ethylene moiety with Ag( i ). Mechanistic studies on the formation and decomposition of the complex by the 1 H NMR measurements and theoretical calculations with the DFT method indicated relevance to the glucosinolate degradation in biological systems. The first structurally characterized d-block metal complex with a glucosinolate derivative contributed to clarifying the precise inorganic reaction of its hydrolytic decomposition mimicking the enzymatic degradation.