Towards the Preparation of Novel Re/99mTc Tricarbonyl-Containing Peptide Nucleic Acid Bioconjugates

Abstract

A novel azido derivative of the di-(2-picolyl)amide (Dpam) ligand, namely 3-azido-N,N-bispyridin-2-ylmethyl-propionamide (3), was prepared from 3-bromo-N,N-bis(pyridin-2-ylmethyl)propanamide (2) with an excess of sodium azide in DMSO. 3 was then reacted, by CuI-catalyzed [3 + 2] cycloaddition (often referred to as 'Click Chemistry'), with the previously reported alkyne-containing peptide nucleic acid (PNA) monomer Fmoc-1-OtBu to give the Dpam-containing PNA monomer

Evaluation of Perylene Bisimide‐Based RuII and IrIII Complexes as Photosensitizers for Photodynamic Therapy

“…[13][14][15] In the last years, our groups focused attention in the development of new Ru II -based PSs for PDT, antibacterial PDT (aPDT) and photoactivated chemotherapy (PACT). [16][17][18][19][20][21][22][23][24][25][26] Besides ruthenium, [27][28][29][30][31][32] other metals, such as iridium(III), rhenium(I), [33][34][35][36][37][38] Fe III , [39] Co III , [40] and Gd III [41] have been investigated by us and other groups in regard to traditional chemotherapy and PDT applications. [42][43][44][45] Compared with the Ru complexes, less effective PDT agents based on Ir compounds have been reported so far, probably because of the difficulties in suppressing the competing electron-transfer processes.…”

Synthesis, characterisation and bioimaging of a fluorescent rhenium-containing PNA bioconjugate

“…9 In this work, we capitalize on our recent discoveries to efficiently attach organometallic complexes to peptides and PNA oligomers using the copper(I)-catalysed Huisgen 1,3-dipolar cycloaddition reaction, often referred to as "Click Chemistry". 29,40,[44][45][46][47][48] In order to label the PNA oligomer with Table S1 and Figures S11-12 in the SI for IR spectra and analytical HPL chromatograms). Thermal stability studies.…”

‘Clickable’ cyclopentadienyl iron carbonyl complexes for bioorthogonal conjugation of mid‐infrared labels to a model protein and PAMAM dendrimer

“…The position of the stretching vibration modes of the CO ligands and the lifetimes were then used to probe protein solvation and electrostatics . Alkyne‐containing peptide nucleic acids were labelled with azido‐modified dipicolylamine/amide rhenium tricarbonyl or 99 m‐technetium tricarbonyl moieties for radiotherapeutic purposes . Other representative examples dealt with the labelling of peptides/proteins with bipyridyl rhenium tricarbonyl luminescent labels, and cymantrene entity as IR probe …”

“…[30] Alkyne-containing peptide nucleic acids were labelled with azido-modified dipicolylamine/amide rhenium tricarbonyl or 99 m-technetium tricarbonyl moieties for radiotherapeutic purposes. [31,32] Other representative examples dealt with the labelling of peptides/proteins with bipyridyl rhenium tricarbonyl luminescent labels, [33][34][35][36][37] and cymantrene entity as IR probe. [38] We have previously prepared complex 2 carrying a terminal alkyne group (Figure 1) by aza-Michael addition between propargylamine and [(η 5 -cyclopentadienyl) Fe (CO) 2 (η 1 -N-maleimidato)] 1.…”