EGF receptor-targeting peptide conjugate incorporating a near-IR fluorescent dye and a novel 1,4,7-triazacyclononane-based 64Cu(II) chelator assembled via click chemistry

Katrin Viehweger, Lisa Barbaro, Karina Pombo-Garcia, Tanmaya Joshi, Gerhard Geipel, Jorg Steinbach, Holger Stephan, Leone Spiccia, Bimbil Graham

Research output: Contribution to journalArticleResearchpeer-review

18 Citations (Scopus)

Abstract

A new Boc-protected 1,4,7-triazacyclononane (TACN)-based pro-chelator compound featuring a clickable azidomethylpyridine pendant has been developed as a building block for the construction of multimodal imaging agents. Conjugation to a model alkyne (propargyl alcohol), followed by deprotection, generates a pentadentate ligand, as confirmed by X-ray crystallographic analysis of the corresponding distorted square-pyramidal Cu(II) complex. The ligand exhibits rapid 64Cu(II)-binding kinetics (>95 radiochemical yield in
Original languageEnglish
Pages (from-to)1011 - 1022
Number of pages12
JournalBioconjugate Chemistry
Volume25
Issue number5
DOIs
Publication statusPublished - 2014

Cite this

Viehweger, Katrin ; Barbaro, Lisa ; Pombo-Garcia, Karina ; Joshi, Tanmaya ; Geipel, Gerhard ; Steinbach, Jorg ; Stephan, Holger ; Spiccia, Leone ; Graham, Bimbil. / EGF receptor-targeting peptide conjugate incorporating a near-IR fluorescent dye and a novel 1,4,7-triazacyclononane-based 64Cu(II) chelator assembled via click chemistry. In: Bioconjugate Chemistry. 2014 ; Vol. 25, No. 5. pp. 1011 - 1022.
@article{88503db6cb6946e2bf11da1d1c86fb7b,
title = "EGF receptor-targeting peptide conjugate incorporating a near-IR fluorescent dye and a novel 1,4,7-triazacyclononane-based 64Cu(II) chelator assembled via click chemistry",
abstract = "A new Boc-protected 1,4,7-triazacyclononane (TACN)-based pro-chelator compound featuring a clickable azidomethylpyridine pendant has been developed as a building block for the construction of multimodal imaging agents. Conjugation to a model alkyne (propargyl alcohol), followed by deprotection, generates a pentadentate ligand, as confirmed by X-ray crystallographic analysis of the corresponding distorted square-pyramidal Cu(II) complex. The ligand exhibits rapid 64Cu(II)-binding kinetics (>95 radiochemical yield in",
author = "Katrin Viehweger and Lisa Barbaro and Karina Pombo-Garcia and Tanmaya Joshi and Gerhard Geipel and Jorg Steinbach and Holger Stephan and Leone Spiccia and Bimbil Graham",
year = "2014",
doi = "10.1021/bc5001388",
language = "English",
volume = "25",
pages = "1011 -- 1022",
journal = "Bioconjugate Chemistry",
issn = "1043-1802",
publisher = "American Chemical Society",
number = "5",

}

Viehweger, K, Barbaro, L, Pombo-Garcia, K, Joshi, T, Geipel, G, Steinbach, J, Stephan, H, Spiccia, L & Graham, B 2014, 'EGF receptor-targeting peptide conjugate incorporating a near-IR fluorescent dye and a novel 1,4,7-triazacyclononane-based 64Cu(II) chelator assembled via click chemistry', Bioconjugate Chemistry, vol. 25, no. 5, pp. 1011 - 1022. https://doi.org/10.1021/bc5001388

EGF receptor-targeting peptide conjugate incorporating a near-IR fluorescent dye and a novel 1,4,7-triazacyclononane-based 64Cu(II) chelator assembled via click chemistry. / Viehweger, Katrin; Barbaro, Lisa; Pombo-Garcia, Karina; Joshi, Tanmaya; Geipel, Gerhard; Steinbach, Jorg; Stephan, Holger; Spiccia, Leone; Graham, Bimbil.

In: Bioconjugate Chemistry, Vol. 25, No. 5, 2014, p. 1011 - 1022.

Research output: Contribution to journalArticleResearchpeer-review

TY - JOUR

T1 - EGF receptor-targeting peptide conjugate incorporating a near-IR fluorescent dye and a novel 1,4,7-triazacyclononane-based 64Cu(II) chelator assembled via click chemistry

AU - Viehweger, Katrin

AU - Barbaro, Lisa

AU - Pombo-Garcia, Karina

AU - Joshi, Tanmaya

AU - Geipel, Gerhard

AU - Steinbach, Jorg

AU - Stephan, Holger

AU - Spiccia, Leone

AU - Graham, Bimbil

PY - 2014

Y1 - 2014

N2 - A new Boc-protected 1,4,7-triazacyclononane (TACN)-based pro-chelator compound featuring a clickable azidomethylpyridine pendant has been developed as a building block for the construction of multimodal imaging agents. Conjugation to a model alkyne (propargyl alcohol), followed by deprotection, generates a pentadentate ligand, as confirmed by X-ray crystallographic analysis of the corresponding distorted square-pyramidal Cu(II) complex. The ligand exhibits rapid 64Cu(II)-binding kinetics (>95 radiochemical yield in

AB - A new Boc-protected 1,4,7-triazacyclononane (TACN)-based pro-chelator compound featuring a clickable azidomethylpyridine pendant has been developed as a building block for the construction of multimodal imaging agents. Conjugation to a model alkyne (propargyl alcohol), followed by deprotection, generates a pentadentate ligand, as confirmed by X-ray crystallographic analysis of the corresponding distorted square-pyramidal Cu(II) complex. The ligand exhibits rapid 64Cu(II)-binding kinetics (>95 radiochemical yield in

UR - http://pubs.acs.org/doi/pdfplus/10.1021/bc5001388

U2 - 10.1021/bc5001388

DO - 10.1021/bc5001388

M3 - Article

VL - 25

SP - 1011

EP - 1022

JO - Bioconjugate Chemistry

JF - Bioconjugate Chemistry

SN - 1043-1802

IS - 5

ER -