A polyoxyethylene-substituted bimetallic europium helicate for luminescent staining of living cells.
The homoditopic ligand H2LC3 has been designed to form neutral triple-stranded bimetallic helicates of overall composition [Ln2(LC3)3]. The grafting of the polyoxyethylene fragments ensures water solubility and also favors cell penetration while being amenable to further derivatization. The ligand pKa values have been determined by spectrophotometric titration and range from 3.5 (sum of the first two) to 10.3. The thermodynamic stability of the helicates is large at physiological pH (logbeta23 in the range 22-23). The ligand triplet state has an adequate energy (0-phonon transition at approximately 20,800 cm(-1)) for sensitizing the luminescence of EuIII (Q=11%). Analysis of the EuIII emission spectrum points to an overall pseudo D3 symmetry for the metal environment. No significant effect of [Eu2(LC3)3] is observed on the viability of several cancerous cell lines (MCF-7, HeLa, Jurkat, and 5D10). The cell imaging properties of the EuIII helicate are demonstrated for the HeLa cell line by luminescence microscopy. Bright EuIII emission is seen for helicate concentration>50 microM and after 20-30 min loading time. The helicate stains the cytoplasm and the permeation mechanism is likely to be endocytosis.
Chauvin
Anne-Sophie
AS
Laboratory of Lanthanide Supramolecular Chemistry, Ecole Polytechnique Fédérale de Lausanne (EPFL), LCSL-BCH 1401, Switzerland. anne-sophie.chauvin@epfl.ch
Comby
Steve
S
Song
Bo
B
Vandevyver
Caroline D B
CD
Thomas
Frédéric
F
Bünzli
Jean-Claude G
JC
D000818:Animals; D002460:Cell Line; D045744:Cell Line, Tumor; D002470:Cell Survival / Q000187:drug effects; D002477:Cells / Q000737:chemistry* / Q000166:cytology; D005063:Europium / Q000737:chemistry* / Q000633:toxicity; D006801:Humans; D008024:Ligands; D049449:Luminescence; D051379:Mice; D015394:Molecular Structure; D010777:Photochemistry; D011092:Polyethylene Glycols / Q000737:chemistry*; D012996:Solutions; D013053:Spectrophotometry; D013194:Staining and Labeling / Q000379:methods*; D014867:Water / Q000737:chemistry
D008024:Ligands; D012996:Solutions; D014867:Water; D011092:Polyethylene Glycols; D005063:Europium