Search results for "Bioorganometallic chemistry"

showing 2 items of 2 documents

Bioconjugates of 1’-Aminoferrocene-1-carboxylic Acid with (S)-3-Amino-2-methylpropanoic Acid and L-Alanine

2010

Formal CH 2 insertion in bioconjugates composed of 1'-aminoferrocene-1-carboxylic acid (Fca) and alanine Boc-Ala-Fca-Ala-OCH 3 gives Fca bioconjugates with the β-amino acid (S)-3-amino-2-methylpropanoic acid (Aib). The novel homologous conjugates of ferrocene were fully characterized by spectroscopic and analytical methods. NMR, CD and IR spectroscopy in concert with DFT calculations suggest that the formal "L-Ala-to-(S)-β-Aib mutations" can exert ferrocene helix inversion due to the different stereogenic carbon atoms of L -Ala and (S)-β-Aib. Furthermore, the mutation (de-)stabilizes the conserved secondary structure with two intramolecular hydrogen bonds, depending on the "mutation site". …

Inorganic ChemistryAlaninechemistry.chemical_compoundbioorganometallic chemistry ; beta-amino acid ; ferrocene ; hydrogen bonds ; conformational analysisFerroceneChemistryHydrogen bondStereochemistryIntramolecular forceHelixMetalloceneProtein secondary structureStereocenter
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Probing the Paradigm of Promiscuity for N‐Heterocyclic Carbene Complexes and their Protein Adduct Formation

2021

Metal complexes can be considered a "paradigm of promiscuity" when it comes to their interactions with proteins. They often form adducts with a variety of donor atoms in an unselective manner. We have characterized the adducts formed between a series of isostructural N-heterocyclic carbene (NHC) complexes with Ru, Os, Rh, and Ir centers and the model protein hen egg white lysozyme by X-ray crystallography and mass spectrometry. Distinctive behavior for the metal compounds was observed with the more labile Ru and Rh complexes targeting mainly a surface l-histidine moiety through cleavage of p-cymene or NHC co-ligands, respectively. In contrast, the more inert Os and Ir derivatives were detec…

Protein mass spectrometryStereochemistryBioorganometallic chemistryGeneral ChemistryGeneral MedicineLigand (biochemistry)CatalysisAdductchemistry.chemical_compoundchemistryMoietyIsostructuralBinding siteCarbeneAngewandte Chemie
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