Ribosyl geometry in the transition state of Streptococcus pneumoniae methylthioadenosine nucleosidase from the 3′-2H kinetic isotope effect

Minkui Luo, Vern L. Schramm

Research output: Contribution to journalArticle

6 Scopus citations

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.

Original languageEnglish (US)
Pages (from-to)11617-11619
Number of pages3
JournalJournal of the American Chemical Society
Volume130
Issue number35
DOIs
Publication statusPublished - Sep 3 2008

    Fingerprint

ASJC Scopus subject areas

  • Catalysis
  • Chemistry(all)
  • Biochemistry
  • Colloid and Surface Chemistry

Cite this