TAME‐Hex A − A Novel Bifunctional Chelating Agent for Radioimmunoimaging

Arslantas, Enver; Smith‐Jones, Peter; Ritter, Gerd; Schmidt, Richard R.

doi:10.1002/ejoc.200400224

Cited by 18 publications

(11 citation statements)

References 12 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…The latter was a severe problem with some of the first generation tags (Leonov et al 2005 ). In order to prevent these stereochemical problems we decided to synthesize a highly symmetric paramagnetic tag based on the TAHA chelator (Viguier et al 2001 ; Arslantas et al 2004 ). This C 3 -symmetric ligand offers nine coordination sites and forms stable complexes with lanthanide ions (e.g.…”

Section: Introductionmentioning

confidence: 99%

Cys-Ph-TAHA: a lanthanide binding tag for RDC and PCS enhanced protein NMR

et al. 2011

View full text Add to dashboard Cite

Here we present Cys-Ph-TAHA, a new nonadentate lanthanide tag for the paramagnetic labelling of proteins. The tag can be easily synthesized and is stereochemically homogenous over a wide range of temperatures, yielding NMR spectra with a single set of peaks. Bound to ubiquitin, it induced large residual dipolar couplings and pseudocontact shifts that could be measured easily and agreed very well with the protein structure. We show that Cys-Ph-TAHA can be used to label large proteins that are biochemically challenging such as the Lac repressor in a 90 kDa ternary complex with DNA and inducer.Electronic supplementary materialThe online version of this article (doi:10.1007/s10858-011-9560-y) contains supplementary material, which is available to authorized users.

show abstract

Section: Introductionmentioning

confidence: 99%

Cys-Ph-TAHA: a lanthanide binding tag for RDC and PCS enhanced protein NMR

et al. 2011

View full text Add to dashboard Cite

show abstract

“…The synthesis of bifunctional chelating agent TAME-Hex ( Figure 3 ) has been described and it has shown to have high stability for gallium complexes. In fact, the new gallium chelates are stable against trans-chelation by a 1000-fold excess of DTPA and thus are potentially highly effective candidates for use in radioimaging [ 97 ].…”

Section: Spacers Chelators and Radionuclidesmentioning

confidence: 99%

New Insights in the Design of Bioactive Peptides and Chelating Agents for Imaging and Therapy in Oncology

2017

View full text Add to dashboard Cite

Many synthetic peptides have been developed for diagnosis and therapy of human cancers based on their ability to target specific receptors on cancer cell surface or to penetrate the cell membrane. Chemical modifications of amino acid chains have significantly improved the biological activity, the stability and efficacy of peptide analogues currently employed as anticancer drugs or as molecular imaging tracers. The stability of somatostatin, integrins and bombesin analogues in the human body have been significantly increased by cyclization and/or insertion of non-natural amino acids in the peptide sequences. Moreover, the overall pharmacokinetic properties of such analogues and others (including cholecystokinin, vasoactive intestinal peptide and neurotensin analogues) have been improved by PEGylation and glycosylation. Furthermore, conjugation of those peptide analogues to new linkers and bifunctional chelators (such as AAZTA, TETA, TRAP, NOPO etc.), produced radiolabeled moieties with increased half life and higher binding affinity to the cognate receptors. This review describes the most important and recent chemical modifications introduced in the amino acid sequences as well as linkers and new bifunctional chelators which have significantly improved the specificity and sensitivity of peptides used in oncologic diagnosis and therapy.

show abstract

“…[12][13][14] N-Functionalised TAME ligands [e.g. bis(carboxymethyl)-amino derivatives, [15,16] catecholamide [17] and aminophenolates [18,19] ] were used for the complexation of gallium, indium and other metal ions. Tripodal tris(salicylaldimine) from 1,1,1-tris(aminomethyl)ethane is known to complex gallium(III) in a stable fashion.…”

Section: Introductionmentioning

confidence: 99%

In^III and Ga^III Complexes of Sugar‐Substituted Tripodal Trisalicylidene Imines: The First ⁶⁸Ga‐Labelled Sugar Derivative

et al. 2009

View full text Add to dashboard Cite

Gallium and indium complexes derived from salicylaldimines of 1,1,1-tris(aminomethyl)ethane (TAME) with pendant xylose, glucose and galactose units have been synthesised as model compounds for potential application as radiotracers. The formed neutral complexes have been characterised by NMR spectroscopy, elemental analysis, mass spectrometry and, in the case of the galactose-bearing In III complex, by single-crystal X-ray structure analysis. Octahedral coordination was observed with the appearance of an equilibrium of

show abstract

TAME‐Hex A − A Novel Bifunctional Chelating Agent for Radioimmunoimaging

Cited by 18 publications

References 12 publications

Cys-Ph-TAHA: a lanthanide binding tag for RDC and PCS enhanced protein NMR

Cys-Ph-TAHA: a lanthanide binding tag for RDC and PCS enhanced protein NMR

New Insights in the Design of Bioactive Peptides and Chelating Agents for Imaging and Therapy in Oncology

In^III and Ga^III Complexes of Sugar‐Substituted Tripodal Trisalicylidene Imines: The First ⁶⁸Ga‐Labelled Sugar Derivative

Contact Info

Product

Resources

About

TAME‐Hex A − A Novel Bifunctional Chelating Agent for Radioimmunoimaging

Cited by 18 publications

References 12 publications

Cys-Ph-TAHA: a lanthanide binding tag for RDC and PCS enhanced protein NMR

Cys-Ph-TAHA: a lanthanide binding tag for RDC and PCS enhanced protein NMR

New Insights in the Design of Bioactive Peptides and Chelating Agents for Imaging and Therapy in Oncology

InIII and GaIII Complexes of Sugar‐Substituted Tripodal Trisalicylidene Imines: The First 68Ga‐Labelled Sugar Derivative

Contact Info

Product

Resources

About

In^III and Ga^III Complexes of Sugar‐Substituted Tripodal Trisalicylidene Imines: The First ⁶⁸Ga‐Labelled Sugar Derivative