%0 Journal Article %1 RN192 %A Garcia-Beltran, O. %A Yanez, O. %A Caballero, J. %A Galdamez, A. %A Mena, N. %A Nunez, M.T. %A Cassels, B.K. %D 2014 %I 2014 Elsevier Masson SAS. %J European Journal of Medicinal Chemistry %K biological-membranes, carboxylic-acids, cell coumarins, crystal-structure, decarboxylation depth, dqcauchile dynamics, energy-transfer, hydrogen-bond, membranes, model, molecular molecular-dynamics, probes, proteins, resonance %P 79-86 %R 10.1016/j.ejmech.2014.02.016 %T Synthesis of Coumarin Derivatives as Fluorescent Probes for Membrane and Cell Dynamics Studies %U /brokenurl#<Go to ISI>://WOS:000335487400009 %V 76 %X Three coumarin-derived fluorescent probes, 3-acetyl-7-(6-bromohexyl)oxy-2H-chromen-2-one (FM1), 7-(6-bromohexyl)oxy-4-methyl-2H-chromen-2-one (FM2) and ethyl 2-7-(6-bromohexyl)oxy-2-oxo-2H-chromen-4-ylacetate (FM3), are described, with their photophysical constants. The compounds were tested in preliminary studies employing epifluorescence microscopy demonstrating that they allow the imaging of human neuroblastoma SH-SY5Y cell membranes. The structure of FM3 was confirmed by X-ray crystallographic analysis. Molecular dynamics (MD) simulations were used to characterize the localization and interactions of the studied compounds with a lipid bilayer model of 1-palmitoyl-2-oleoyl-sn-glycero-3-phosphocholine (POPC).

@article{RN192, abstract = {Three coumarin-derived fluorescent probes, 3-acetyl-7-[(6-bromohexyl)oxy]-2H-chromen-2-one (FM1), 7-[(6-bromohexyl)oxy]-4-methyl-2H-chromen-2-one (FM2) and ethyl 2-{7-[(6-bromohexyl)oxy]-2-oxo-2H-chromen-4-yl}acetate (FM3), are described, with their photophysical constants. The compounds were tested in preliminary studies employing epifluorescence microscopy demonstrating that they allow the imaging of human neuroblastoma SH-SY5Y cell membranes. The structure of FM3 was confirmed by X-ray crystallographic analysis. Molecular dynamics (MD) simulations were used to characterize the localization and interactions of the studied compounds with a lipid bilayer model of 1-palmitoyl-2-oleoyl-sn-glycero-3-phosphocholine (POPC). }, added-at = {2019-12-04T03:57:35.000+0100}, author = {Garcia-Beltran, O. and Yanez, O. and Caballero, J. and Galdamez, A. and Mena, N. and Nunez, M.T. and Cassels, B.K.}, biburl = {https://www.bibsonomy.org/bibtex/228bdde99ea253dacebd737950c121a7f/dqcauchile}, doi = {10.1016/j.ejmech.2014.02.016}, interhash = {bc56c60fc52917921a42937a8cc49d2a}, intrahash = {28bdde99ea253dacebd737950c121a7f}, issn = {0223-5234}, journal = {European Journal of Medicinal Chemistry}, keywords = {biological-membranes, carboxylic-acids, cell coumarins, crystal-structure, decarboxylation depth, dqcauchile dynamics, energy-transfer, hydrogen-bond, membranes, model, molecular molecular-dynamics, probes, proteins, resonance}, pages = {79-86}, publisher = {2014 Elsevier Masson SAS.}, timestamp = {2019-12-04T03:58:17.000+0100}, title = {Synthesis of Coumarin Derivatives as Fluorescent Probes for Membrane and Cell Dynamics Studies}, type = {Journal Article}, url = {/brokenurl#<Go to ISI>://WOS:000335487400009}, volume = 76, year = 2014 }