Synthetic strategies for efficient conjugation of organometallic complexes with pendant protein reactive markers
Marziale, Alexander N.
KAUST DepartmentBiological & Organometallic Catalysis Laboratories
Chemical Science Program
KAUST Catalysis Center (KCC)
Physical Science and Engineering (PSE) Division
KAUST Grant NumberFIC/2010/07
Permanent link to this recordhttp://hdl.handle.net/10754/563063
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AbstractSite-directed conjugation of metal centers to proteins is fundamental for biological and bioinorganic applications of transition metals. However, methods for the site-selective introduction of metal centers remain scarce. Herein, we present broadly applicable synthetic strategies for the conjugation of bioactive molecules with a range of organometallic complexes. Following three different synthetic strategies, we were able to synthesize a small library of metal conjugated protein markers featuring different types of protein reactive sites (epoxides, phenylphosphonates, fluorosulfonates and fluorophosphonate groups) as well as different late transition metals (iron, ruthenium, rhodium, palladium and platinum). The products were isolated in moderate to excellent yields and high purity. Furthermore, X-ray diffraction of the metalated protein markers corroborates structural integrity of the metal complex and the protein reactive site. © 2013 Elsevier B.V. All rights reserved.
CitationJantke, D., Marziale, A. N., Reiner, T., Kraus, F., Herdtweck, E., Raba, A., & Eppinger, J. (2013). Synthetic strategies for efficient conjugation of organometallic complexes with pendant protein reactive markers. Journal of Organometallic Chemistry, 744, 82–91. doi:10.1016/j.jorganchem.2013.05.027
SponsorsThe authors thank Ramona Lex for help with crystallization. This work was supported by KAUST-GCR (FIC/2010/07) and the KAUST baseline fund (J.E.). We also thank the Elitenetzwerk Bayern for graduate fellowships for T.R. and A.N.M.
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Jantke, D., Marziale, A. N., Reiner, T., Kraus, F., Herdtweck, E., Raba, A., & Eppinger, J. (2013). CCDC 929468: Experimental Crystal Structure Determination [Data set]. Cambridge Crystallographic Data Centre. https://doi.org/10.5517/cc1065v7. DOI: 10.5517/cc1065v7 HANDLE: 10754/624198
Jantke, D., Marziale, A. N., Reiner, T., Kraus, F., Herdtweck, E., Raba, A., & Eppinger, J. (2013). CCDC 868620: Experimental Crystal Structure Determination [Data set]. Cambridge Crystallographic Data Centre. https://doi.org/10.5517/ccy4w0y. DOI: 10.5517/ccy4w0y HANDLE: 10754/624685