201211-59-8Relevant academic research and scientific papers
Novel EDTA-ligands containing an integral perylene bisimide (PBI) core as an optical reporter unit
Marcia, Mario,Singh, Prabhpreet,Hauke, Frank,Maggini, Michele,Hirsch, Andreas
, p. 7045 - 7058 (2014/09/29)
The synthesis, characterization and metal complexation of a new class of perylene bisimides (PBIs) as an integral part of ethylenediaminetetraacetic acid (EDTA) are reported. The simplest representative, namely derivative 1a, was synthesized both by a convergent as well as a direct approach while the elongated derivatives, 1b and 1c, were obtained only via a convergent synthetic pathway. All these new prototypes of water-soluble perylenes are bolaamphiphiles and were fully characterized by 1H- and 13C-NMR spectroscopy, matrix assisted laser desorption ionization-time of flight (MALDI-TOF) mass spectrometry and IR spectroscopy. In order to acquaint ourselves with the behaviour in solution of our PBIs bearing dendritic wedges, the simplest derivative, 1a, was chosen and tested by means of UV/Vis and fluorescence spectroscopy as well as by zeta-potential measurements. A photoexcitation induced intramolecular photo-electron transfer (PET) can be observed in these molecules. Therefore their potential applications as sensors can be imagined. Model compound 1a efficiently coordinates trivalent metal cations both in water and dimethyl sulfoxide (DMSO). Significantly, the effects of the complexation strongly depend on the aggregation state of the PBI molecules in solution. As a matter of fact, in water, the presence of M 3+ ions triggers the formation of light emitting supramolecular aggregates (excimers). On the other hand, in DMSO-rich solutions metal complexation leads to the suppression of the PET and leads to a strong fluorescence enhancement. This journal is the Partner Organisations 2014.
Polyamine functionalized carbon nanotubes: Synthesis, characterization, cytotoxicity and siRNA binding
Singh, Prabhpreet,Samori, Cristian,Toma, Francesca Maria,Bussy, Cyrill,Nunes, Antonio,Al-Jamal, Khuloud T.,Menard-Moyon, Cecilia,Prato, Maurizio,Kostarelos, Kostas,Bianco, Alberto
, p. 4850 - 4860 (2011/10/09)
In this work we have synthesized a new series of cationic carbon nanotubes (CNTs) for siRNA binding. Both single- and multi-walled CNTs have been modified by addition or amidation reaction with short linear polyamine chains including putrescine, spermidin
Two new spermidine alkaloids from Chisocheton weinlandii
Tzouros, Manuel,Bigler, Laurent,Bienz, Stefan,Hesse, Manfred,Inada, Akira,Murata, Hiroko,Inatomi, Yuka,Nakanishi, Tsutomu,Darnaedi, Dedy
, p. 1411 - 1425 (2007/10/03)
The investigation of the MeOH extract of the leaves of Chisocheton weinlandii HARMS (Meliaceae) revealed two new open-chain spermidine alkaloids, chisitine 1 (1) and chisitine 2 (2). Their structures were elucidated by NMR spectroscopy, tandem-mass spectrometry, and independant syntheses (Scheme 3). Detailed MS/MS fragmentation pathways are discussed for both compounds based on H/D exchange and 18O-labeling experiments (Schemes 1 and 2).
Solid phase synthesis of polyamine conjugates for the study of trypanothione reductase
Marsh, Ian R.,Bradley, Mark
, p. 17317 - 17334 (2007/10/03)
A number of polyamine scaffolds were synthesised, enabling the facile preparation of a variety of polyamine conjugates using both Boc and Fmoc protecting group strategies. Products were released from the solid support by treatment with either triflic acid/trifluoroacetic acid or trifluoroacetic acid. The trypanosomal metabolite N1, N6-bis(glurathionyl)spermidine [trypanothione], and a range of related analogues were prepared for biological evaluation as previously communicated.
