A new procedure for the synthesis of macrocyclic embedded bis-α-amino acids and their use as cation-ligands is described. These compounds are able to form stable Cu(II), Zn(II) and Ni(II) complexes as long as they have a flexible tether between the two nitrogen atoms. For a given macrocycle, the X-ray diffraction studies revealed diastereomerically pure complexes having different geometries depending on the metal ion.
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http://dx.doi.org/10.1039/c1dt10539f | DOI Listing |
Angew Chem Int Ed Engl
October 2024
Institut für Pharmazeutische Wissenschaften, Albert-Ludwigs-Universität Freiburg, Albertstrasse 25, 79104, Freiburg, Germany.
Many bacterial natural products contain C-branched sugars, including components from the outer cell wall or antibiotically active metabolites. The enzymatic C-branching of keto sugars leading to longer side chains (≥C) is catalyzed by thiamine diphosphate (ThDP)-dependent enzymes. Chiral tertiary α-hydroxy ketones are formed in this process.
View Article and Find Full Text PDFDalton Trans
September 2011
Departamento de Química Orgánica, Facultad de Química, Universidad Complutense, 28040, Madrid, Spain.
A new procedure for the synthesis of macrocyclic embedded bis-α-amino acids and their use as cation-ligands is described. These compounds are able to form stable Cu(II), Zn(II) and Ni(II) complexes as long as they have a flexible tether between the two nitrogen atoms. For a given macrocycle, the X-ray diffraction studies revealed diastereomerically pure complexes having different geometries depending on the metal ion.
View Article and Find Full Text PDFNucleosides Nucleotides Nucleic Acids
December 2003
Dipartimento Scienze Chimiche, Università di Catania, Catania, Italy.
A synthetic approach towards 1'-C-branched N,O-nucleosides is reported, based on 1,3-dipolar cycloaddition of ethoxycarbonylnitrone. The asymmetric version of the process exploits the presence of a chiral auxiliary at the carbon atom of nitrone and leads to beta-D and beta-L nucleosides in good yields.
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