- 7-Amino coumarin based fluorescent phototriggers coupled with nano/bio-conjugated bonds: Synthesis, labeling and photorelease
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By several synthetic pathways, we designed and synthesized a new series of unsymmetrical substituted 7-amino coumarin-based phototriggers with various nano/bio-conjugated bonds. The photophysical properties of most of the substituted coumarin-based phototriggers, except for compound P9 with maleimide group, showed no significant change compared with that of 7-(diethylamino)-4- (hydroxylmethyl) coumarin (DEACM-OH, the reported symmetric substituted 7-amine coumarin based phototrigger). Four compounds (P2, P4, P9, 14) were successfully conjugated with typical carriers such as mesoporous silica nanoparticles, biocompatible polymer PEG and common protein BSA, respectively. The efficient photorelease of ibuprofen (IBU) in the model cargo delivery system of MD4 confirmed that our designed phototriggers could serve well as a photo-cage for bioactive molecules and the release can be regulated precisely by manipulating the external irradiation conditions. All the results hinted at the superiority of using these coumarin functional compounds for photo-regulated release in biotechnology and biomedical areas. The Royal Society of Chemistry 2012.
- Lin, Qiuning,Bao, Chunyan,Fan, Guanshui,Cheng, Shuiyu,Liu, Hui,Liu, Zhenzhen,Zhu, Linyong
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p. 6680 - 6688
(2012/07/28)
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- Non-conjugated dendrimers with a porphyrin core and coumarin chromophores as peripheral units: Synthesis and photophysical properties
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Three porphyrin-cored dendrimers with non-conjugated coumarins as dendrons have been synthesized and characterized. The photophysical properties of the title compounds were investigated by means of UV/Vis absorption and fluorescence spectroscopy in dilute CH2Cl2 solutions and in thin neat films. The intramolecular energy transfer from the coumarin units to the porphyrin core clearly reveals two factors influencing energy-transfer efficiency. Firstly, a better spectral overlap between the absorption spectrum of porphyrin core and the emission spectrum of the coumarin moiety results in high energy-transfer efficiency. Secondly, a long alkyl side-chain improves solubility of dendrimers, but also prevents the coumarins from self-quenching. Hence, the dendrimer with N-octyl groups possesses a higher efficiency than that with N-ethyl groups. The dendrimers emit red light with higher fluorescence quantum yields over the free porphyrin.
- Mao, Mao,Song, Qin-Hua
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p. 975 - 981
(2012/03/27)
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