NMR study of 13C-kinetic isotope effects at 13C natural abundance to characterize oxidations and an enzyme-catalyzed reduction

Lothar Brecker, Marion F. Kögl, Catrin E. Tyl, Regina Kratzer, Bernd Nidetzky

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13C-kinetic isotope effects (KIEs) of four cinnamyl alcohol oxidations and a xylose reductase-catalyzed cinnamyl aldehyde reduction have been determined by 13C NMR using competition reactions with reactants at natural 13C-abundance. Differences in KIEs among oxidations indicate dissimilarities between the respective hydrogen transfers. Their mechanistic implications are discussed. A low primary KIE of the enzymatic reduction is consistent with a kinetically complex mechanism in which steps other than the chemical step of hydride transfer from NADH are slow.

Original languageEnglish (US)
Pages (from-to)4045-4049
Number of pages5
JournalTetrahedron Letters
Issue number24
StatePublished - Jun 12 2006


  • C NMR
  • KIE
  • Oxidation
  • Reduction
  • Xylose reductase

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