Synthesis of [3′-2H]-labeled 5′-methylthioadenosine (MTA) derivatives permitted measurement of the [3′-2H] KIE of the reaction catalyzed by Streptococcus pneumoniae methylthioadenosine nucleosidase (spMTAN). The key [3′-2H] KIE revealed the partial 3′-OH polarization and H3′-endo→exo ribosyl configuration at the spMTAN transition state. A new understanding of the transition state stabilization of spMTAN-catalyzed hydrolysis is uncovered in structural features at the spMTAN transition state.
ASJC Scopus subject areas
- Colloid and Surface Chemistry