Matches in SemOpenAlex for { <https://semopenalex.org/work/W2014068049> ?p ?o ?g. }
- W2014068049 endingPage "2588" @default.
- W2014068049 startingPage "2578" @default.
- W2014068049 abstract "We have synthesized three new carbazole-based fluorescent boronic acid sensors to investigate the fluorescence transduction efficiency of the novel d-PET effect, in which the fluorophore acts as the electron donor and the protonated amine/boronic acid group as the electron acceptor of the photoinduced electron transfer process (PET). Aryl ethynyl groups are attached at the 3,6-position of carbazole (aryl = 4-dimethylaminophenyl for sensor 1 or phenyl for sensor 2). Sensor 3 is without 3,6-substitutions. The phenylboronic acid moiety is attached at the 9-position (N-atom) of the carbazole in these sensors. We found that 1 and 3 are d-PET sensors (fluorophore as the electron donor, supported by DFT/TDDFT calculations), which show diminished emission at acidic pH but intensified emission at neutral/basic pH, which is in stark contrast to the normal a-PET (fluorophore as the electron acceptor) sensors, e.g., 2, which shows intensified emission at acidic pH but diminished emission at neutral pH. The fluorescence modulation efficiency of the d-PET effect of the new sensors, i.e., the emission intensity enhancement upon switching from acidic pH to neutral pH, is up to 10-fold, which is greatly improved compared to our previous d-PET sensors (ca. 3-fold). The efficient d-PET effect of the new sensors is attributed to the proper orientation of the electron donor/acceptor; i.e., the dipole moment and the transition moment (the direction of PET) of the new sensors are oriented in the same direction, and the dipole moment values of the new sensors along the vector direction of the PET are larger than that of the reported d-PET sensors. Selective recognition of alpha-hydroxyl carboxylic acids, such as tartaric acid, was achieved with the d-PET sensors, and a novel fluorescence transduction profile of enhancement/diminishment for chemoselectivity was observed. Herein we propose that the orientation of the electron donor/acceptor may significantly affect the fluorescence modulation efficiency of the PET effect; this discovery will be important for the future design of PET sensors with improved fluorescence transduction efficiencies." @default.
- W2014068049 created "2016-06-24" @default.
- W2014068049 creator A5006651636 @default.
- W2014068049 creator A5055533149 @default.
- W2014068049 creator A5066874352 @default.
- W2014068049 creator A5067162857 @default.
- W2014068049 creator A5067534896 @default.
- W2014068049 creator A5070852723 @default.
- W2014068049 creator A5077302369 @default.
- W2014068049 creator A5077664817 @default.
- W2014068049 creator A5080124839 @default.
- W2014068049 creator A5087197441 @default.
- W2014068049 date "2010-03-22" @default.
- W2014068049 modified "2023-10-13" @default.
- W2014068049 title "Effect of the Electron Donor/Acceptor Orientation on the Fluorescence Transduction Efficiency of the d-PET Effect of Carbazole-Based Fluorescent Boronic Acid Sensors" @default.
- W2014068049 cites W1528163043 @default.
- W2014068049 cites W1536096429 @default.
- W2014068049 cites W1965461374 @default.
- W2014068049 cites W1969526203 @default.
- W2014068049 cites W1969564552 @default.
- W2014068049 cites W1970632346 @default.
- W2014068049 cites W1974780886 @default.
- W2014068049 cites W1975567349 @default.
- W2014068049 cites W1976498790 @default.
- W2014068049 cites W1977797193 @default.
- W2014068049 cites W1978668649 @default.
- W2014068049 cites W1979521563 @default.
- W2014068049 cites W1980631469 @default.
- W2014068049 cites W1981032442 @default.
- W2014068049 cites W1981042035 @default.
- W2014068049 cites W1983223629 @default.
- W2014068049 cites W1985802355 @default.
- W2014068049 cites W1987844367 @default.
- W2014068049 cites W1990412045 @default.
- W2014068049 cites W1995265445 @default.
- W2014068049 cites W1996308506 @default.
- W2014068049 cites W2000657176 @default.
- W2014068049 cites W2000902254 @default.
- W2014068049 cites W2001057125 @default.
- W2014068049 cites W2001689795 @default.
- W2014068049 cites W2001731920 @default.
- W2014068049 cites W2003212020 @default.
- W2014068049 cites W2006171842 @default.
- W2014068049 cites W2007889263 @default.
- W2014068049 cites W2008096428 @default.
- W2014068049 cites W2010143106 @default.
- W2014068049 cites W2011498714 @default.
- W2014068049 cites W2014840471 @default.
- W2014068049 cites W2025379625 @default.
- W2014068049 cites W2027217964 @default.
- W2014068049 cites W2027478886 @default.
- W2014068049 cites W2028074482 @default.
- W2014068049 cites W2029360169 @default.
- W2014068049 cites W2033768492 @default.
- W2014068049 cites W2034265385 @default.
- W2014068049 cites W2034941827 @default.
- W2014068049 cites W2039054137 @default.
- W2014068049 cites W2042592636 @default.
- W2014068049 cites W2046980477 @default.
- W2014068049 cites W2049990440 @default.
- W2014068049 cites W2052782817 @default.
- W2014068049 cites W2055046703 @default.
- W2014068049 cites W2061203263 @default.
- W2014068049 cites W2064203348 @default.
- W2014068049 cites W2067906450 @default.
- W2014068049 cites W2067934335 @default.
- W2014068049 cites W2074070375 @default.
- W2014068049 cites W2075187426 @default.
- W2014068049 cites W2075723922 @default.
- W2014068049 cites W2079507386 @default.
- W2014068049 cites W2080584027 @default.
- W2014068049 cites W2084338245 @default.
- W2014068049 cites W2086974356 @default.
- W2014068049 cites W2088380918 @default.
- W2014068049 cites W2090539854 @default.
- W2014068049 cites W2092709309 @default.
- W2014068049 cites W2095472229 @default.
- W2014068049 cites W2100110662 @default.
- W2014068049 cites W2100858345 @default.
- W2014068049 cites W2105630264 @default.
- W2014068049 cites W2105814595 @default.
- W2014068049 cites W2113981935 @default.
- W2014068049 cites W2117315288 @default.
- W2014068049 cites W2121406617 @default.
- W2014068049 cites W2121966207 @default.
- W2014068049 cites W2129995310 @default.
- W2014068049 cites W2135916197 @default.
- W2014068049 cites W2147954408 @default.
- W2014068049 cites W2148882581 @default.
- W2014068049 cites W2169034332 @default.
- W2014068049 cites W2340756248 @default.
- W2014068049 cites W2771710030 @default.
- W2014068049 cites W2953360391 @default.
- W2014068049 cites W4233393934 @default.
- W2014068049 cites W4241445517 @default.
- W2014068049 cites W4250477296 @default.
- W2014068049 doi "https://doi.org/10.1021/jo100119y" @default.
- W2014068049 hasPubMedId "https://pubmed.ncbi.nlm.nih.gov/20307091" @default.