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Issue 20, 2016
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Induced europium CPL for the selective signalling of phosphorylated amino-acids and O-phosphorylated hexapeptides

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Abstract

Two bright, europium(III) complexes based on an achiral heptadentate triazacyclononane ligand bearing two strongly absorbing chromophores have been evaluated for the selective emission and CPL signalling of various chiral O-phosphono-anions. Binding of O-phosphono-Ser and Thr gives rise to a strong induced CPL signature and a favoured Δ complex configuration is adopted. A similarly large induced CPL signal arises when [Eu·L1]2+ binds to lysophosphatidic acid (LPA), where the strong binding (log K 5.25 (295 K)) in methanol allowed its detection over the range 5 to 40 μM. Strong and chemoselective binding to the phosphorylated amino-acid residues was also observed with a set of four structurally related hexapeptides: in one case, the sign of the gem value in the ΔJ = 1 transition allowed differentiation between the binding to O-P-Ser and O-P-Tyr residues.

Graphical abstract: Induced europium CPL for the selective signalling of phosphorylated amino-acids and O-phosphorylated hexapeptides

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Publication details

The article was received on 29 Mar 2016, accepted on 19 Apr 2016 and first published on 20 Apr 2016


Article type: Paper
DOI: 10.1039/C6DT01212D
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Citation: Dalton Trans., 2016,45, 8355-8366
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    Induced europium CPL for the selective signalling of phosphorylated amino-acids and O-phosphorylated hexapeptides

    E. R. Neil, M. A. Fox, R. Pal and D. Parker, Dalton Trans., 2016, 45, 8355
    DOI: 10.1039/C6DT01212D

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