Original scientific paper

https://doi.org/10.5562/cca1828

Bimetallic Copper-Heme-Protein-DNA Hybrid Catalyst for Diels Alder Reaction

Chi-Hsien Kuo ; Technische Universität Dortmund, Fakultät Chemie, Biologisch-Chemische Mikrostrukturtechnik, Otto-Hahn Str. 6, D-44227 Dortmund; Germany; Institute of Chemistry, Academia Sinica, 128 Academia Road Scc. 2, Nankang, Taipei 11529, Taiwan
Christof M Niemeyer ; Technische Universität Dortmund, Fakultät Chemie, Biologisch-Chemische Mikrostrukturtechnik, Otto-Hahn Str. 6, D-44227 Dortmund, Germany
Ljiljana Fruk ; DFG-Centre For Functional Nanostructures, Karlsruhe Institute of Technology, Wolfgang Gaede Str. 1a, 76131 Karlsruhe, Germany

Abstract

A bimetallic heme-DNA cofactor, containing an iron and a copper center, was synthesized for
the design of novel hybrid catalysts for stereoselective synthesis. The cofactor was used for the
reconstitution of apo-myoglobin. Both the cofactor alone and its myoglobin adduct were used to catalyze
a model Diels Alder reaction. Stereoselectivity of this conversion was analyzed by chiral HPLC.
Reactions carried out in the presence of myoglobin-heme-Cu-DNA catalyst showed greater product
conversion and stereoselectivity than those carried out with the heme-Cu-DNA cofactor. This observation
suggested that the protein shell plays a significant role in the catalytic conversion.(doi: 10.5562/cca1828)

Keywords

bioorganic chemistry; DNA-protein conjugates; stereoselective catalysis

Hrčak ID:

71990

URI

https://hrcak.srce.hr/71990

Publication date:

3.10.2011.

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