Enantioselective ribozyme catalysis of a bimolecular cycloaddition reaction

Burckhard Seelig, Sonja Keiper, Friedrich Stuhlmann, Andres Jschke, Priv-Doz

Research output: Contribution to journalArticlepeer-review

127 Scopus citations

Abstract

Ribozyme-catalyzed Diels-Alder reactions: Through the use of either D- or L-ribozymes the absolute configuration of product 3 can be controlled. An ee value of > 95 % is reached in the reaction between 1 and 2. The hexaethylene glycol residue attached to 1 and 3 is an atavism that stems from the in vitro selection of the ribozyme. Reactions with substrates not containing this residue are also catalyzed, albeit with lower ee values.

Original languageEnglish (US)
Pages (from-to)4576-4579
Number of pages4
JournalAngewandte Chemie - International Edition
Volume39
Issue number24
DOIs
StatePublished - Dec 15 2000

Keywords

  • Asymmetric catalysis
  • Chiral recognition
  • Cycloadditions
  • Molecular evolution
  • Ribozymes

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