title: Selective ruthenium labeling of the tryptophan residue in the bee venom Peptide melittin.
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.
authors: Nesmeyanov Institute of Organoelement Compounds, 28 Vavilova str., 119991, Moscow (Russia).
authors: Dmitry S
authors: DS
authors: Perekalin
authors: Valentin V
authors: VV
authors: Novikov
authors: Alexander A
authors: AA
authors: Pavlov
authors: Igor A
authors: IA
authors: Ivanov
authors: Natalia Yu
authors: NY
authors: Anisimova
authors: Alexey N
authors: AN
authors: Kopylov
authors: Dmitry S
authors: DS
authors: Volkov
authors: Irina F
authors: IF
authors: Seregina
authors: Michail A
authors: MA
authors: Bolshov
authors: Alexander R
authors: AR
authors: Kudinov
mesh_terms: D000595:Amino Acid Sequence; D000818:Animals; D001514:Bee Venoms / Q000737:chemistry*; D008555:Melitten / Q000737:chemistry*; D051379:Mice; D008969:Molecular Sequence Data; D015394:Molecular Structure; D010455:Peptides; D012428:Ruthenium / Q000737:chemistry*; D014364:Tryptophan / Q000737:chemistry*
chemical_list: D001514:Bee Venoms; D010455:Peptides; D008555:Melitten; D012428:Ruthenium; D014364:Tryptophan
keywords: bioorganometallic chemistry; melittin; peptide labeling; ruthenium; sandwich complexes