Journal
CHEMISTRY-A EUROPEAN JOURNAL
Volume 21, Issue 13, Pages 4923-4925Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/chem.201406510
Keywords
bioorganometallic chemistry; melittin; peptide labeling; ruthenium; sandwich complexes
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Funding
- Russian Federation [MK-4261.2014.3]
- Presidium of the Russian Academy of Sciences [P8]
- Russian Science Foundation [14-13-00724]
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Melittin is a membrane-active peptide from bee venom with promising antimicrobial and anticancer activity. Herein we report on a simple and selective method for labeling of the tryptophan residue in melittin by the organometallic fragment [(C5H5) Ru](+) in aqueous solution and in air. Ruthenium coordination does not disturb the secondary structure of the peptide (as verified by 2D NMR spectroscopy), but changes the pattern of its intermolecular interactions resulting in an 11-fold decrease of hemolytic activity. The high stability of the organometallic conjugate allowed the establishment of the biodistribution of the labeled melittin in mice by inductively coupled plasma MS analysis of ruthenium.
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