Enantioselective regulation of a metal complex in reversible binding to serum albumin: dynamic helicity inversion signalled by circularly polarised luminescence

Montgomery, Craig P.; New, Elizabeth J.; Parker, David; Peacock, Robert D.

doi:10.1039/b810978h

Cited by 107 publications

(63 citation statements)

References 31 publications

(4 reference statements)

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“…Similarly the luminescence dissymmetry factor g lum (Table 1, S4 and S5) increases with concentration reaching a high g lum value of -0.45 for [Eu(R-Phbipox) 2 ](OTf) and +0.45 for [Eu(S-Phbipox) 2 ](OTf) at the Eu( 5 D 0 → 7 F 1 ) transition at 6 mM which is among the highest reported for chiral complexes of europium. 3,9,34 This increase parallels the formation of the homochiral trinuclear assemblies ΛΛΛ-[Eu(R-Phbipox) 2 ] 3 +3 ΔΔΔ-[Eu(S-Phbipox) 2 ] 3 +3 at high concentrations of the [Eu(R-Phbipox) 2 ](OTf) and [Eu(S-Phbipox) 2 ](OTf) complexes in acetonitrile. 30 In 1 mM acetonitrile solutions, where only the monomeric complexes are present, a g lum value of less than 0.10 was measured.…”

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confidence: 82%

Metal-Controlled Diastereoselective Self-Assembly and Circularly Polarized Luminescence of a Chiral Heptanuclear Europium Wheel

et al. 2012

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The chiral dissymmetric tetradentate ligand SPhbipox (6’-(4-phenyloxazolin-2-yl)-2,2’-bipyridine-6-carboxylic acid) leads to the diastereoselective assembly of a homochiral Eu(III) triangle and of a highly emissive (QY=27%) heptanuclear wheel which is the largest example of chiral luminescent complex of Eu(III) reported to date. We show that the nuclearity of the assembly is controlled by the solvent and the europium cation. All the compounds show large circularly polarized luminescence with an activity which varies with the nature of the assembly (highest for the homochiral trimer).

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confidence: 82%

Metal-Controlled Diastereoselective Self-Assembly and Circularly Polarized Luminescence of a Chiral Heptanuclear Europium Wheel

et al. 2012

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“…Since most of these studies have already been summarized numerous times in the literature,9–11,19,20,48,84,85 this section, devoted to the work performed in the research laboratory of Parker, focuses on new results based on the sensing of proteins. A recent work performed by Montgomery et al resulted in the discovery of a very unique chiroptical probe for serum albumin binding 86. They showed that the Δ-conformer of the Ln(III) complexes with the enantiopure ligand ( SSS )- 1 (Fig.…”

Section: Survey Of Luminescent Chiral Ln(iii) Complexes As Potentiamentioning

confidence: 99%

Luminescent chiral lanthanide(iii) complexes as potential molecular probes

2009

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This perspective gives an introduction into the design of luminescent lanthanide(III)-containing complexes possessing chiral properties and used to probe biological materials. The first part briefly describes general principles, focusing on the optical aspect (i.e. lanthanide luminescence, sensitization processes) of the most emissive trivalent lanthanide ions, europium and terbium, incorporated into molecular luminescent edifices. This is followed by a short discussion on the importance of chirality in the biological and pharmaceutical fields. The second part is devoted to the assessment of the chiroptical spectroscopic tools available (typically circular dichroism and circularly polarized luminescence) and the strategies used to introduce a chiral feature into luminescent lanthanide(III) complexes (chiral structure resulting from a chiral arrangement of the ligand molecules surrounding the luminescent center or presence of chiral centers in the ligand molecules). Finally, the last part illustrates these fundamental principles with recent selected examples of such chiral luminescent lanthanide-based compounds used as potential probes of biomolecular substrates.

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“…133 Whilst no significant change in In a later publication, distinct similarity was noted between the CPL spectral form of…”

Section: Sensing Through a Change In Complex Configurationmentioning

confidence: 99%

Lanthanide complexes as chiral probes exploiting circularly polarized luminescence

2012

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The full-text may be used and/or reproduced, and given to third parties in any format or medium, without prior permission or charge, for personal research or study, educational, or not-for-prot purposes provided that:• a full bibliographic reference is made to the original source• a link is made to the metadata record in Durham E-Theses• the full-text is not changed in any wayThe full-text must not be sold in any format or medium without the formal permission of the copyright holders. Statement of CopyrightThe copyright of this thesis rests with the author. No quotations should be published without prior consent and information derived from it must be acknowledged. ABSTRACT -ii - ABSTRACTA series of studies has been undertaken to facilitate the identification and development of chiral lanthanide complexes that are able to report on changes in their local environment through modulation of the circular polarization of their emission. Reports of such systems remain relatively rare in the literature, notwithstanding the prevalence and importance of chirality in biological systems.The work described herein is separated into five chapters, the first of which comprises a discussion of relevant background information, along with a comprehensive review of responsive lanthanide-based CPL probes reported to date. A classification of these probes is built up, which informs the content of the following three chapters.Chapter 2 describes work undertaken in the pursuit of a novel lanthanide-based system for use as a CPL probe for the detection of proteins. The synthesis of an enantiopure lanthanide complex was undertaken and characterisation of this system carried out with reference to a structurally related racemic complex. A series of comparative investigations designed to probe the relative protein binding capability of these complexes was subsequently performed, which revealed that the observation of induced CPL from racemic lanthanide systems may be brought about by a change in complex constitution. This is the first example of such an effect from a well-defined racemic lanthanide complex in solution. Chapter 3 goes on to detail studies undertaken to demonstrate the utility of this racemic lanthanide system as a probe for chiral detection.Chapter 4 describes investigations carried out in an attempt to identify new systems exhibiting chiral quenching effects in solution. Initially, two pairs of enantiomeric electron-rich quenching species were assessed for their ability to quench the emission from an enantiopure DOTA-derived lanthanide complex differentially. Subsequently, investigations were focussed on examining the quenching of emission from novel enantiopure lanthanide complexes based on a 1,4,7-triazacyclononane framework, using cobalt complexes as the quenching species.Finally, Chapter 5 contains experimental procedures for each compound synthesised, as well as general experimental procedures.

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Enantioselective regulation of a metal complex in reversible binding to serum albumin: dynamic helicity inversion signalled by circularly polarised luminescence

Cited by 107 publications

References 31 publications

Metal-Controlled Diastereoselective Self-Assembly and Circularly Polarized Luminescence of a Chiral Heptanuclear Europium Wheel

Metal-Controlled Diastereoselective Self-Assembly and Circularly Polarized Luminescence of a Chiral Heptanuclear Europium Wheel

Luminescent chiral lanthanide(iii) complexes as potential molecular probes

Lanthanide complexes as chiral probes exploiting circularly polarized luminescence

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