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Selective ruthenium labeling of the tryptophan residue in the bee venom Peptide melittin.

Perekalin DS, Novikov VV, Pavlov AA, Ivanov IA, Anisimova NY, Kopylov AN, Volkov DS, Seregina IF, Bolshov MA, Kudinov AR
Chemistry 21 4923-5 (2015)
Cited: 13 times
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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 [(C5 H5 )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.

Articles - 2mw6 mentioned but not cited (4)

  1. Ceremuga M, Stela M, Janik E, Gorniak L, Synowiec E, Sliwinski T, Sitarek P, Saluk-Bijak J, Bijak M. Biomolecules 10 E247 (2020)
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Reviews citing this publication (2)

  1. Reinhardt A, Neundorf I. Int J Mol Sci 17 E701 (2016)
  2. Yu X, Jia S, Yu S, Chen Y, Zhang C, Chen H, Dai Y. J Nanobiotechnology 21 454 (2023)

Articles citing this publication (7)

  1. Hansen MB, Hub谩lek F, Skrydstrup T, Hoeg-Jensen T. Chemistry 22 1572-1576 (2016)
  2. Tolnai GL, Brand JP, Waser J. Beilstein J Org Chem 12 745-749 (2016)
  3. Lv Y, Chen X, Chen Z, Shang Z, Li Y, Xu W, Mo Y, Wang X, Xu D, Li S, Wang Z, Wu M, Wang J. Toxins (Basel) 14 428 (2022)
  4. Bari S, Egorov D, Jansen TLC, Boll R, Hoekstra R, Techert S, Zamudio-Bayer V, B眉low C, Lindblad R, Leistner G, 艁awicki A, Hirsch K, Miedema PS, von Issendorff B, Lau JT, Schlath枚lter T. Chemistry 24 7631-7636 (2018)
  5. Kuchuk E, Muratov K, Perekalin DS, Chusov D. Org Biomol Chem 17 83-87 (2018)
  6. Yang H, Ma R, Chen J, Xie Q, Luo W, Sun P, Liu Z, Guo J. Molecules 29 558 (2024)
  7. Ypsilantis K, Sifnaiou E, Garypidou A, Kordias D, Magklara A, Garoufis A. Molecules 29 514 (2024)


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