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A benzimidazole functionalised DO3A chelator showing pH switchable coordination modes with lanthanide ions.

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Title: A benzimidazole functionalised DO3A chelator showing pH switchable coordination modes with lanthanide ions.
Authors: Fisher, Christopher M.1, Fuller, Euan2, Burke, Benjamin P.1, Mogilireddy, Vijetha3, Pope, Simon J. A.4, Sparke, Amanda E.1, Déchamps-Olivier, Isabelle3, Cadiou, Cyril3, Chuburu, Françoise3, Faulkner, Stephen2, Archibald, Stephen J.1 s.j.archibald@hull.ac.uk
Source: Dalton Transactions: An International Journal of Inorganic Chemistry. 2014, Vol. 43 Issue 25, p9567-9578. 13p.
Subjects: Benzimidazoles, Carboxymethyl compounds, Tetracyclodecane, Magnetic resonance, Coordinate covalent bond, Rare earth metals, Chelating agents, pH effect
Abstract: The synthesis of a new macrocyclic chelator incorporating a benzimidazole heterocycle is reported. Lanthanide complexes with macrocyclic chelators based on 1,4,7,10-tetra(carboxymethyl)-1,4,7,10-tetraazacyclododecane (DOTA) and 1,4,7-tris(carboxymethyl)-1,4,7,10-tetraazacyclododecane (DO3A) are of interest in luminescent, radiopharmaceutical and magnetic resonance (MR) biomedical imaging applications. The benzimidazole DO3A chelator allows for sensitisation of europium(III), terbium(III) and ytterbium(III) luminescence by the heterocycle and also shows a pH dependent coordination change due to protonation of the chelator (pKa = 4.1 for the europium(III) complex). The thermodynamic stability of the complexes has been investigated by potentiometric titration with the gadolinium(III) complex showing significantly higher stability than the zinc(II) complex, where log βZnLH = 28.1 and log βGdLH = 32.1. [ABSTRACT FROM AUTHOR]
Copyright of Dalton Transactions: An International Journal of Inorganic Chemistry is the property of Royal Society of Chemistry and its content may not be copied or emailed to multiple sites without the copyright holder's express written permission. Additionally, content may not be used with any artificial intelligence tools or machine learning technologies. However, users may print, download, or email articles for individual use. This abstract may be abridged. No warranty is given about the accuracy of the copy. Users should refer to the original published version of the material for the full abstract. (Copyright applies to all Abstracts.)
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  Data: A benzimidazole functionalised DO3A chelator showing pH switchable coordination modes with lanthanide ions.
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  Data: <searchLink fieldCode="AR" term="%22Fisher%2C+Christopher+M%2E%22">Fisher, Christopher M.</searchLink><relatesTo>1</relatesTo><br /><searchLink fieldCode="AR" term="%22Fuller%2C+Euan%22">Fuller, Euan</searchLink><relatesTo>2</relatesTo><br /><searchLink fieldCode="AR" term="%22Burke%2C+Benjamin+P%2E%22">Burke, Benjamin P.</searchLink><relatesTo>1</relatesTo><br /><searchLink fieldCode="AR" term="%22Mogilireddy%2C+Vijetha%22">Mogilireddy, Vijetha</searchLink><relatesTo>3</relatesTo><br /><searchLink fieldCode="AR" term="%22Pope%2C+Simon+J%2E+A%2E%22">Pope, Simon J. A.</searchLink><relatesTo>4</relatesTo><br /><searchLink fieldCode="AR" term="%22Sparke%2C+Amanda+E%2E%22">Sparke, Amanda E.</searchLink><relatesTo>1</relatesTo><br /><searchLink fieldCode="AR" term="%22Déchamps-Olivier%2C+Isabelle%22">Déchamps-Olivier, Isabelle</searchLink><relatesTo>3</relatesTo><br /><searchLink fieldCode="AR" term="%22Cadiou%2C+Cyril%22">Cadiou, Cyril</searchLink><relatesTo>3</relatesTo><br /><searchLink fieldCode="AR" term="%22Chuburu%2C+Françoise%22">Chuburu, Françoise</searchLink><relatesTo>3</relatesTo><br /><searchLink fieldCode="AR" term="%22Faulkner%2C+Stephen%22">Faulkner, Stephen</searchLink><relatesTo>2</relatesTo><br /><searchLink fieldCode="AR" term="%22Archibald%2C+Stephen+J%2E%22">Archibald, Stephen J.</searchLink><relatesTo>1</relatesTo><i> s.j.archibald@hull.ac.uk</i>
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  Data: <searchLink fieldCode="JN" term="%22Dalton+Transactions%3A+An+International+Journal+of+Inorganic+Chemistry%22">Dalton Transactions: An International Journal of Inorganic Chemistry</searchLink>. 2014, Vol. 43 Issue 25, p9567-9578. 13p.
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  Data: <searchLink fieldCode="DE" term="%22Benzimidazoles%22">Benzimidazoles</searchLink><br /><searchLink fieldCode="DE" term="%22Carboxymethyl+compounds%22">Carboxymethyl compounds</searchLink><br /><searchLink fieldCode="DE" term="%22Tetracyclodecane%22">Tetracyclodecane</searchLink><br /><searchLink fieldCode="DE" term="%22Magnetic+resonance%22">Magnetic resonance</searchLink><br /><searchLink fieldCode="DE" term="%22Coordinate+covalent+bond%22">Coordinate covalent bond</searchLink><br /><searchLink fieldCode="DE" term="%22Rare+earth+metals%22">Rare earth metals</searchLink><br /><searchLink fieldCode="DE" term="%22Chelating+agents%22">Chelating agents</searchLink><br /><searchLink fieldCode="DE" term="%22pH+effect%22">pH effect</searchLink>
– Name: Abstract
  Label: Abstract
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  Data: The synthesis of a new macrocyclic chelator incorporating a benzimidazole heterocycle is reported. Lanthanide complexes with macrocyclic chelators based on 1,4,7,10-tetra(carboxymethyl)-1,4,7,10-tetraazacyclododecane (DOTA) and 1,4,7-tris(carboxymethyl)-1,4,7,10-tetraazacyclododecane (DO3A) are of interest in luminescent, radiopharmaceutical and magnetic resonance (MR) biomedical imaging applications. The benzimidazole DO3A chelator allows for sensitisation of europium(III), terbium(III) and ytterbium(III) luminescence by the heterocycle and also shows a pH dependent coordination change due to protonation of the chelator (pKa = 4.1 for the europium(III) complex). The thermodynamic stability of the complexes has been investigated by potentiometric titration with the gadolinium(III) complex showing significantly higher stability than the zinc(II) complex, where log βZnLH = 28.1 and log βGdLH = 32.1. [ABSTRACT FROM AUTHOR]
– Name: AbstractSuppliedCopyright
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  Data: <i>Copyright of Dalton Transactions: An International Journal of Inorganic Chemistry is the property of Royal Society of Chemistry and its content may not be copied or emailed to multiple sites without the copyright holder's express written permission. Additionally, content may not be used with any artificial intelligence tools or machine learning technologies. However, users may print, download, or email articles for individual use. This abstract may be abridged. No warranty is given about the accuracy of the copy. Users should refer to the original published version of the material for the full abstract.</i> (Copyright applies to all Abstracts.)
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        Value: 10.1039/c4dt00519h
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      – Code: eng
        Text: English
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      Pagination:
        PageCount: 13
        StartPage: 9567
    Subjects:
      – SubjectFull: Benzimidazoles
        Type: general
      – SubjectFull: Carboxymethyl compounds
        Type: general
      – SubjectFull: Tetracyclodecane
        Type: general
      – SubjectFull: Magnetic resonance
        Type: general
      – SubjectFull: Coordinate covalent bond
        Type: general
      – SubjectFull: Rare earth metals
        Type: general
      – SubjectFull: Chelating agents
        Type: general
      – SubjectFull: pH effect
        Type: general
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      – TitleFull: A benzimidazole functionalised DO3A chelator showing pH switchable coordination modes with lanthanide ions.
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              Text: 2014
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