A Reduction-Triggered Fluorescence Probe for Sensing Nucleic Acids

@article{citeulike:2800227, abstract = {Abstract: We have developed a reduction-triggered fluorescence probe with a new fluorogenic compound derivatized from Rhodamine for sensing oligonucleotides. The chemistry to activate the compound involves the reaction between the azide group of rhodamine derivatives and the reducing reagents, with the fluorescence signal appearing after reduction of the azide group. The signal/background ratio of this fluorogenic compound reached 2100-fold enhancement in fluorescence intensity. Dithio-1,4-threitol or triphenylphosphine as reducing reagents were successfully utilized for this chemistry to be introduced into the DNA probe. The genetic detection requires that two strands of DNA bind onto target oligonucleotides, one probe carrying a reducible fluorogenic compound while the other carries the reducing reagents. The reaction proceeds automatically without any enzymes or reagents under biological conditions to produce a fluorescence signal within 1020 min in the presence of target DNA or RNA. In addition, the probe was very stable under biological conditions, even such extreme conditions as pH 5 solution, pH 10 solution, or high temperature (90 °C) with no undesirable background signal. The probes were successfully applied to the detection of oligonucleotides at the single nucleotide level in solution and endogenous RNA in bacterial cells.}, address = {Nano Medical Engineering Laboratory, Discovery Research Institute, RIKEN, 2-1, Hirosawa, Wako-Shi, Saitama, 351-0198 Japan, Department of Life Science and Medical Bio-Science, Waseda University, 3-4-1 Ohkubo, Shinjuku-ku, Tokyo 169-8555, Japan}, author = {Abe, Hiroshi and Wang, Jin and Furukawa, Kazuhiro and Oki, Kazuma and Uda, Miwako and Tsuneda, Satoshi and Ito, Yoshihiro }, citeulike-article-id = {2800227}, doi = {10.1021/bc800014d}, journal = {Bioconjugate Chem.}, keywords = {click-chemistry, fluorogenic, fluorophores}, month = {May}, posted-at = {2008-05-15 00:01:57}, priority = {2}, title = {A Reduction-Triggered Fluorescence Probe for Sensing Nucleic Acids}, url = {http://dx.doi.org/10.1021/bc800014d}, year = {2008} }

TY - JOUR ID - citeulike:2800227 L3 - citeulike-article-id:2800227 TI - A Reduction-Triggered Fluorescence Probe for Sensing Nucleic Acids JF - Bioconjugate Chem. AD - Nano Medical Engineering Laboratory, Discovery Research Institute, RIKEN, 2-1, Hirosawa, Wako-Shi, Saitama, 351-0198 Japan, Department of Life Science and Medical Bio-Science, Waseda University, 3-4-1 Ohkubo, Shinjuku-ku, Tokyo 169-8555, Japan N2 - Abstract: We have developed a reduction-triggered fluorescence probe with a new fluorogenic compound derivatized from Rhodamine for sensing oligonucleotides. The chemistry to activate the compound involves the reaction between the azide group of rhodamine derivatives and the reducing reagents, with the fluorescence signal appearing after reduction of the azide group. The signal/background ratio of this fluorogenic compound reached 2100-fold enhancement in fluorescence intensity. Dithio-1,4-threitol or triphenylphosphine as reducing reagents were successfully utilized for this chemistry to be introduced into the DNA probe. The genetic detection requires that two strands of DNA bind onto target oligonucleotides, one probe carrying a reducible fluorogenic compound while the other carries the reducing reagents. The reaction proceeds automatically without any enzymes or reagents under biological conditions to produce a fluorescence signal within 1020 min in the presence of target DNA or RNA. In addition, the probe was very stable under biological conditions, even such extreme conditions as pH 5 solution, pH 10 solution, or high temperature (90 °C) with no undesirable background signal. The probes were successfully applied to the detection of oligonucleotides at the single nucleotide level in solution and endogenous RNA in bacterial cells. KW - click-chemistry KW - fluorogenic KW - fluorophores AU - Abe, Hiroshi AU - Wang, Jin AU - Furukawa, Kazuhiro AU - Oki, Kazuma AU - Uda, Miwako AU - Tsuneda, Satoshi AU - Ito, Yoshihiro PY - 2008/05/14/ UR - http://dx.doi.org/10.1021/bc800014d ER -