Titel
Synthesis of aromatic 13 C/ 2 H-α-ketoacid precursors to be used in selective phenylalanine and tyrosine protein labelling
Abstract
Recent progress in protein NMR spectroscopy revealed aromatic residues to be valuable information sources for performing structure and motion analysis of high molecular weight proteins. However, the applied NMR experiments require tailored isotope labelling patterns in order to regulate spin-relaxation pathways and optimize magnetization transfer. We introduced a methodology to use α-ketoacids as metabolic amino acid precursors in cell-based overexpression of phenylalanine and/or tyrosine labelled proteins in a recent publication, which we have now developed further by providing synthetic routes to access the corresponding side-chain labelled precursors. The target compounds allow for selective introduction of 13C–1H spin systems in a highly deuterated chemical environment and feature alternating 12C–13C–12C ring-patterns. The resulting isotope distribution is especially suited to render straightforward 13C spin relaxation experiments possible, which provide insight into the dynamic properties of the corresponding labelled proteins.
Objekt-Typ
Sprache
Englisch [eng]
Persistent identifier
phaidra.univie.ac.at/o:475364
Erschienen in
Titel
Organic & Biomolecular Chemistry
Band
12
Ausgabe
38
Seitenanfang
7551
Seitenende
7560
Publication
Royal Society of Chemistry (RSC)
Erscheinungsdatum
2014
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