Ribosyl Geometry in the Transition State of Streptococcus pneumoniae Methylthioadenosine Nucleosidase from the 3'-2H Kinetic Isotope Effect

作者: Minkui Luo , Vern L. Schramm

DOI: 10.1021/JA804578M

关键词: CatalysisChemistryTransition (genetics)Organic chemistryStreptococcus pneumoniaeMethylthioadenosine nucleosidaseStereochemistryKinetic isotope effect

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

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