Ribosyl Geometry in the Transition State of Streptococcus pneumoniae Methylthioadenosine Nucleosidase from the 3′-2H Kinetic Isotope Effect
Year: 2008
Type: article
Abstract: 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.
DOI: 10.1021/ja804578m
Authors: Minkui Luo, Vern L. Schramm
Institution: Albert Einstein College of Medicine
Language: English
Topic: Chemical Reaction Mechanisms
Subfield: Organic Chemistry
Field: Chemistry
Domain: Physical Sciences
Open Access status: green
OpenAlex ID: W1972081107
