120491-88-5Relevant articles and documents
Design and synthesis of phosphorylated pyridine-based ligands for lanthanide complexation. Part 1
Ziessel, Raymond,Steffen, Alexandre,Starck, Matthieu
, p. 3713 - 3716 (2012)
Several new ligands constructed from a pyridine-ethynylnaphthalene platform have been engineered with a chelating pocket comprising bisdimethylaminocarboxylate/phosphonate or bisdimethylaminophosphonate units. Selective hydrolysis provides pockets with four to six anionic carboxylate or phosphate functions suitable for lanthanide complexation. Linkage at the opposite side of a flexible hanging arm either via a triple bond or through an amide tether offers the possibility of further use of these ligands for bioconjugation. Protocols to link the dedicated pockets via hydrophilic flexible chain to Biotin are also detailed.
Photocytotoxicity of Oligothienyl-Functionalized Chelates That Sensitize LnIII Luminescence and Generate 1O2
Johnson, Katherine R.,Lombardi, Vincent C.,de Bettencourt-Dias, Ana
supporting information, p. 12060 - 12066 (2020/08/21)
Three new compounds containing a heptadentate lanthanide (LnIII) ion chelator functionalized with oligothiophenes, nThept(COOH)4 (n=1, 2, or 3), were isolated. Their LnIII complexes not only display the characteristic metal-centered emission in the visible or near-infrared (NIR) but also generate singlet oxygen (1O2). Luminescence efficiencies (?Ln) for [Eu1Thept(COO)4]? and [Eu2Thept(COO)4]? are ?Eu=3 percent and 0.5 percent in TRIS buffer and 33 percent and 3 percent in 95 percent ethanol, respectively. 3Thept(COO)44? does not sensitize EuIII emission due to its low-lying triplet state. Near infra-red (NIR) luminescence is observed for all NIR-emitting LnIII and ligands with efficiencies of ?Yb=0.002 percent, 0.005 percent and 0.04 percent for [YbnThept(COO)4]? (n=1, 2, or 3), and ?Nd=0.0007 percent, 0.002 percent and 0.02 percent for [NdnThept(COO)4]? (n=1, 2, or 3) in TRIS buffer. In 95 percent ethanol, quantum yields of NIR luminescence increase and are ?Yb=0.5 percent, 0.31 percent and 0.05 percent for [YbnThept(COO)4]? (n=1, 2, or 3), and ?Nd=0.40 percent, 0.45 percent and 0.12 percent for [NdnThept(COO)4]? (n=1, 2, or 3). All complexes are capable of generating 1O2 in 95 percent ethanol with ?1Ο2 efficiencies which range from 2 percent to 29 percent. These complexes are toxic to HeLa cells when irradiated with UV light (λexc=365 nm) for two minutes. IC50 values for the LnIII complexes are in the range 15.2–16.2 μm; the most potent compound is [Nd2Thept(COO)4]?. The cell death mechanisms are further explored using an Annexin V—propidium iodide assay which suggests that cell death occurs through both apoptosis and necrosis.
Azobenzene-Equipped Covalent Organic Framework: Light-Operated Reservoir
Das, Gobinda,Prakasam, Thirumurugan,Addicoat, Matthew A.,Sharma, Sudhir Kumar,Ravaux, Florent,Mathew, Renny,Baias, Maria,Jagannathan, Ramesh,Olson, Mark A.,Trabolsi, Ali
, p. 19078 - 19087 (2019/11/28)
Light-operated materials have gained significant attention for their potential technological importance. To achieve molecular motion within extended networks, stimuli-responsive units require free space. The majority of the so far reported 2D-extended org
The assembly of "s3N"-ligands decorated with an azo-dye as potential sensors for heavy metal ions
Rasheed,McDouall,Muryn,Raftery,Vitorica-Yrezabal,Quayle
, p. 5229 - 5239 (2017/04/27)
An "S3N-ligand azo-dye" conjugate has been synthesised with a view to the development of a sensor for heavy metal ions. Complexation of this system with Ag(i), Hg(ii) and Cu(ii) salts has been investigated and an X-ray structure has been obtained for a Hg(ii) complex. Complexation of the conjugated dye to these metals results in a bathochromic shift in the absorption maximum of the azo dye, an effect which is most pronounced for Cu(ii).