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    Synthetic strategies for efficient conjugation of organometallic complexes with pendant protein reactive markers

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    Type
    Article
    Authors
    Jantke, Dominik
    Marziale, Alexander N.
    Reiner, Thomas cc
    Kraus, Florian
    Herdtweck, Eberhardt
    Raba, Andreas
    Eppinger, Jörg cc
    KAUST Department
    Biological & Organometallic Catalysis Laboratories
    Chemical Science Program
    KAUST Catalysis Center (KCC)
    Physical Science and Engineering (PSE) Division
    KAUST Grant Number
    FIC/2010/07
    Date
    2013-11
    Permanent link to this record
    http://hdl.handle.net/10754/563063
    
    Metadata
    Show full item record
    Abstract
    Site-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.
    Citation
    Jantke, 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
    Sponsors
    The 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.
    Publisher
    Elsevier BV
    Journal
    Journal of Organometallic Chemistry
    DOI
    10.1016/j.jorganchem.2013.05.027
    Relations
    Is Supplemented By:
    • [Dataset]
      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
    • [Dataset]
      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
    ae974a485f413a2113503eed53cd6c53
    10.1016/j.jorganchem.2013.05.027
    Scopus Count
    Collections
    Articles; Physical Science and Engineering (PSE) Division; Chemical Science Program; KAUST Catalysis Center (KCC)

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