|
|||||
|
|
Selective Ruthenium Labeling of the Tryptophan Residue in the Bee Venom Peptide Melittin |
|
| Authors: | Dr Dmitry S Perekalin Dr Valentin V Novikov Alexander A Pavlov Igor A Ivanov Dr Natalia Yu Anisimova Alexey N Kopylov Dr Dmitry S Volkov Dr Irina F Seregina Prof?Dr Michail A Bolshov Prof?Dr Alexander R Kudinov |
| Institution: | 1. Nesmeyanov Institute of Organoelement Compounds, 28 Vavilova str., 119991, Moscow (Russia);2. Shemyakin‐Ovchinnikov Institute of Bioorganic Chemistry, 16/10 Miklukho‐Maklaya str., 117997, Moscow (Russia);3. Blokhin Russian Cancer Research Center, 24 Kashirskoe sh., 115478, Moscow (Russia);4. Chemical Department of Moscow State University, 1–3 Leninskie Gory, 119991, Moscow (Russia) |
| Abstract: | 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. |
| Keywords: | bioorganometallic chemistry melittin peptide labeling ruthenium sandwich complexes |