Enantioselective ribozyme catalysis of a bimolecular cycloaddition reaction

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

doi:10.1002/1521-3773(20001215)39:24<4576::AID-ANIE4576>3.0.CO;2-J

Enantioselective ribozyme catalysis of a bimolecular cycloaddition reaction

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

Biochemistry, Molecular Biology, and Biophysics (CBS)

Research output: Contribution to journal › Article › peer-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 language	English (US)
Pages (from-to)	4576-4579
Number of pages	4
Journal	Angewandte Chemie - International Edition
Volume	39
Issue number	24
DOIs	https://doi.org/10.1002/1521-3773(20001215)39:24<4576::AID-ANIE4576>3.0.CO;2-J
State	Published - Dec 15 2000

Keywords

Asymmetric catalysis
Chiral recognition
Cycloadditions
Molecular evolution
Ribozymes

Access

10.1002/1521-3773(20001215)39:24<4576::AID-ANIE4576>3.0.CO;2-J

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AU - Priv-Doz,

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