title: Microwave-assisted synthesis of the Tp sandwich compound TpRu(p-Br-C6H4Tp) and application of its benzoic acid derivative TpRu(p-(CO2H)-C6H4Tp) in the covalent labelling of biomolecules.
abstract: An improved synthesis for the mixed-ligand tris(pyrazolyl)borate sandwich compound TpRu(p-BrC(6)H(4)Tp) 1 by microwave-assisted synthesis starting from RuTp(COD)Cl (COD: 1,4-cyclooctadiene, Tp: hydrido-tris(pyrazolyl)borate) was developed. Air-stable 1 was characterized by an X-ray single crystal structure and has been converted to the acid-functionalized TpRu(p-(CO(2)H)-C(6)H(4)Tp) 2, which may be readily coupled to biomolecules as exemplified by the covalent attachment to valine-tert-butylester to give TpRu(p-(CO-Val-OtBu)-C(6)H(4)Tp) 3. In solid phase peptide synthesis (SPPS), 2 has been coupled to the pentapeptide Enkephalin, providing TpRu(p-(CO-Tyr-Gly-Gly-Phe-Leu-OH)-C(6)H(4)Tp) 4 as the first example of a ruthenium Tp sandwich bioconjugate.
authors.affiliation: Lehrstuhl für Anorganische Chemie I-Bioanorganische Chemie, Fakultät für Chemie und Biochemie, Ruhr-Universität Bochum, Universitätsstraße 150, 44801, Bochum, Germany.
authors.forename: Johannes
authors.initials: J
authors.lastname: Zagermann
authors.forename: Mariusz
authors.initials: M
authors.lastname: Molon
authors.forename: Nils
authors.initials: N
authors.lastname: Metzler-Nolte
mesh_terms: D018360:Crystallography, X-Ray; D009682:Magnetic Resonance Spectroscopy; D008872:Microwaves; D008958:Models, Molecular; D017975:Ruthenium Compounds / Q000737:chemistry*; D021241:Spectrometry, Mass, Electrospray Ionization; D013055:Spectrophotometry, Infrared
chemical_list: D017975:Ruthenium Compounds