Ground-state electronic destabilization via hyperconjugation in aspartate aminotransferase

Wait R. Griswold, Joan Nieto Castro, Andrew J Fisher, Michael D. Toney

Research output: Contribution to journalArticlepeer-review

16 Scopus citations


Binding isotope effects for l-aspartate reacting with the inactive K258A mutant of PLP-dependent aspartate aminotransferase to give a stable external aldimine intermediate are reported. They provide direct evidence for electronic ground-state destabilization via hyperconjugation. The smaller equilibrium isotope effect with deazaPLP-reconstituted K258A indicates that the pyridine nitrogen plays an important role in labilizing the Cα-H bond.

Original languageEnglish (US)
Pages (from-to)8436-8438
Number of pages3
JournalJournal of the American Chemical Society
Issue number20
StatePublished - May 23 2012

ASJC Scopus subject areas

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


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