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Photochemical generation of a new, highly fluorescent compound from non-fluorescent resveratrol
Yang, Ilseung,Kim, Eunha,Kang, Junhee,Han, Hyouksoo,Sul, Soohwan,Park, Seung Bum,Kim, Seong Keun unknown 2012 Chemical Communications Vol. No.
<P>UV irradiation of <I>trans</I>-resveratrol leads to its photochemical transformation to a new, highly fluorescent compound, whose chemical structure was unambiguously identified. The new compound has large values of fluorescence quantum yield, Stokes' shift, and two-photon absorption cross section, which make it suitable for bio-imaging, multi-color labeling, and two-photon microscopy.</P> <P>Graphic Abstract</P><P>Identification and characterization of a highly fluorescent molecule from photochemical reaction of non-fluorescent resveratrol. <IMG SRC='http://pubs.rsc.org/services/images/RSCpubs.ePlatform.Service.FreeContent.ImageService.svc/ImageService/image/GA?id=c2cc30940h'> </P>
Lee, Yebin,Yang, Ilseung,Lee, Jung Eun,Hwang, Sunjin,Lee, Jong Woo,Um, Seung-Soo,Nguyen, Thanh Luan,Yoo, Pil J.,Woo, Han Young,Park, Juhyun,Kim, Seong Keun American Chemical Society 2013 JOURNAL OF PHYSICAL CHEMISTRY C - Vol.117 No.7
<P>We show that Förster resonance energy transfer (FRET) between a conjugated oligoelectrolyte based on distyrylstilbene (DSSN+) and Nile red can enhance photocurrent generation when the photoagents are assembled vertically on gold electrodes. DSSN+ and Nile red intercalated into phospholipid membranes of unilamellar vesicles were found to form a useful FRET system because of the solvatochromic properties of DSSN+, and the accompanying photophysical properties were suitable for FRET with Nile red. As a result, a FRET efficiency of 93–94% was achieved, as shown by steady-state and time-resolved spectra in vesicle solutions. When Nile red was tethered in a self-assembled monolayer of 11-mercaptoundecanoic acid (MUA) on gold electrodes and phospholipid-assembled DSSN+ was sequentially organized on the MUA layer, the anodic photocurrent increased notably, reaching about 815 nA/cm<SUP>2</SUP> by virtue of FRET between the vertically aligned dyes.</P><P><B>Graphic Abstract</B> <IMG SRC='http://pubs.acs.org/appl/literatum/publisher/achs/journals/content/jpccck/2013/jpccck.2013.117.issue-7/jp3117193/production/images/medium/jp-2012-117193_0011.gif'></P><P><A href='http://pubs.acs.org/doi/suppl/10.1021/jp3117193'>ACS Electronic Supporting Info</A></P>