Solid-phase synthesis of peptide libraries combining alpha-amino acids with inorganic and organic chromophores

Chemistry : a European Journal
Katja Heinze, Klaus Hempel

Abstract

The synthesis of two series of peptidic chains composed of bis(terpyridine)ruthenium(II) acceptor units and organic chromophores (coumarin, naphthalene, anthracene, fluorene) by stepwise solid-phase peptide synthesis (SPPS) techniques is described. The first series of dyads comprises directly amide linked chromophores, while the second one possesses a glycine spacer between the two chromophores. All dyads were studied by UV/Vis and NMR spectroscopy, steady-state luminescence, luminescence decay and electrochemistry, as well as by DFT calculations. The results of these studies indicate weak electronic coupling of the chromophores in the ground state. Absorption spectra of all dyads are dominated by metal-to-ligand charge-transfer (MLCT) bands around 500 nm. The bichromophoric systems, especially with coumarin as organic chromophore, display additional strong absorptions in the visible spectral region. All complexes are luminescent at room temperature ((3)MLCT). Efficient quenching of the fluorescence of the organic chromophore by the attached ruthenium complex is observed in all dyads. Excitation spectra indicate energy transfer from the organic dye to the ruthenium chromophore.

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Jul 10, 2008·Chemistry : a European Journal·Katja HeinzeKlaus Hempel

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Citations

Mar 20, 2012·Chemical Reviews·Yin Nah Teo, Eric T Kool
May 20, 2016·Chemistry : a European Journal·Christoph KreitnerKatja Heinze
Feb 18, 2016·Chemistry, an Asian Journal·Katsuhiro IsozakiMasaharu Nakamura
Jan 29, 2011·Chemistry : a European Journal·Daniel SieblerKatja Heinze
May 21, 2013·Dalton Transactions : an International Journal of Inorganic Chemistry·Jascha MelomedovKatja Heinze
Apr 20, 2011·Chemical Communications : Chem Comm·Florian PevnyStanislav Záliš
May 5, 2012·Chemistry : a European Journal·Gustavo RamaMiguel Vázquez López
Mar 21, 2015·Journal of Materials Chemistry. B, Materials for Biology and Medicine·Adam D MartinPall Thordarson
Mar 5, 2011·Dalton Transactions : an International Journal of Inorganic Chemistry·Daniel SieblerKatja Heinze
Feb 14, 2018·Dalton Transactions : an International Journal of Inorganic Chemistry·Konstantinos YpsilantisAchilleas Garoufis
Apr 20, 2010·Journal of the American Chemical Society·Barada Prasanna DashNarayan S Hosmane
Nov 21, 2014·Inorganic Chemistry·Christoph KreitnerKatja Heinze

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