DNA‐Assisted Long‐Lived Excimer Formation in a Cyclophane

Neelakandan, Prakash P.; Ramaiah, Danaboyina

doi:10.1002/ange.200803162

Cited by 21 publications

(10 citation statements)

References 60 publications

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“…[37,38] Interestingly, the observed excimer emissions of the present hybrid systems are significantly blue-shifted compared with that of the more common face-to-face conformation with l max > 500 nm. [38,39] The higher energy emission of the present systems indicate that 1 a does not adopt a face-to-face pstacked conformation, but rather a partially overlapped conformation, further proved by measurement of the lifetime (t = 13.5 ns), remarkably different from that of the "sandwich excimer" (> 200 ns). This also suggests the significant contribution of the host-guest assembly to the high-energy excimer formation in addition to that of the stacking effect between the two anthracenes.…”

Section: Resultsmentioning

confidence: 67%

Orientational Organization of Organic Semiconductors within Periodic Nanoscale Silica Channels: Modification of Fluorophore Photophysics through Hierarchical Self‐Assembly

Sun

Bai

et al. 2009

Chemistry A European J

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Smart nanomaterials: The orientational organization of small organic semiconductors (anthracene, in this case) within periodic nanoscale silica channels (see figure) is achieved through a novel hierarchical self-assembly approach. This elicits interesting optical effects and improved mechanical properties that could be of potential importance for functional materials.A novel hierarchical organic-inorganic self-assembly approach is proposed in driving the orientational organization of small organic semiconductors (anthracene, in this case). A cationic surfactant with the special organic semiconductor anthracene at the hydrophobic tail was synthesized and used as both the structure-directing agent and as functional nanobuilding blocks. The self-assembly procedure was rapid and allowed for the uniform and molecular-level controllable organization of the organic semiconductors within periodic nanoscale silica channels. A range of techniques were used to demonstrate that the photophysical and photochemical nature of anthracene is significantly altered in the inorganic host, consistent with orientational packing of the organic semiconductors and excimer formation within the channels, from which energy migration and significant emission occur. The nanocomposite has also been demonstrated to show an interesting selective sensor function with respect to small solvent molecules. We suggest that this method could be used to drive the assembly of a wide range of organic semiconductor guests, offering the development of a variety of useful, smart nanomaterials that are able to self-assemble in a controllable and robust fashion.

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Section: Resultsmentioning

confidence: 67%

Orientational Organization of Organic Semiconductors within Periodic Nanoscale Silica Channels: Modification of Fluorophore Photophysics through Hierarchical Self‐Assembly

Sun

Bai

et al. 2009

Chemistry A European J

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“…Scatchard analysis was done according to the modified equation of McGhee and von Hippel r / C F = K (1 − nr )[(1 − nr )/[1‐( n − 1) r ]] n −1 using a plot of r/C F vs r , wherein r is equal to C B / [DNA] and K and n are the intrinsic binding constant and size in base pairs respectively. These values can be obtained from the linear regression best fit of the data .…”

Section: Methodsmentioning

confidence: 99%

“…using a plot of r/C F vs r, wherein r is equal to C B /[DNA] and K and n are the intrinsic binding constant and size in base pairs respectively. These values can be obtained from the linear regression best fit of the data (21,22).…”

Section: Scatchard Analysis Was Done According To the Modified Equatimentioning

confidence: 99%

Study of the Mode and Efficiency of DNA Binding in the Damage Induced by Photoactivated Water Soluble Porphyrins

Karunakaran

Ramaiah

Schulz

et al. 2013

Photochem & Photobiology

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We have investigated the DNA binding interactions and in vitro photoactivated DNA damage induced by a neutral water soluble porphyrin derivative 5,10,15,20-tetrakis(2,4,6-trihydroxyphenyl)porphyrin (TTHPP) and its zinc derivative 5,10,15,20-tetrakis(2,4,6-trihydroxyphenyl)porphyrinato zinc(II) (Zn-TTHPP) upon visible light irradiation through various spectroscopic techniques and employing repair endonucleases. These porphyrin derivatives exhibited high affinity toward DNA through groove binding interactions as evidenced through the UV-vis absorption, emission, circular dichroism spectral and viscosity changes. Interestingly, the free base porphyrin derivative, TTHPP generated efficient singlet oxygen mediated DNA damage sensitive to formamidopyrimidine-DNA glycosylase (Fpg protein), when compared with its metal derivative and to the well-known photosensitizer, hematoporphyrin. These results provide direct evidence for the role of DNA binding mode as well as extent of interactions with DNA in the efficiency of photoactivated DNA damage induced by the neutral porphyrins, which are believed to be the ideal candidates for photodynamic therapeutic applications.

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“…[2] On the other hand, the fluorescence sensors based on photo-induced electron transfer (PET) concept have been generally developed for detecting cations such as H + , Na + , K + , Ca 2+ , Mg 2+ , Cu 2+ , Zn 2+ , Pb 2+ , and Cd 2+ as well as neutral organic species in biochemical analyses. [24][25][26][27][28][29][30][31][32][33] They are composed of fluorophore skeleton linked to M A N U S C R I P T A C C E P T E D ACCEPTED MANUSCRIPT 4 cation binding site such as an amino moiety via a methylene spacer (fluorophore-spacerreceptor structure). The PET takes place from the nitrogen atom of amino moiety to fluorophore skeleton, leading to fluorescence quenching of the fluorophore.…”

Section: Introductionmentioning

confidence: 99%

Fluorescence sensor for water based on PET (photo-induced electron transfer): Anthracene-bis(aminomethyl)phenylboronic acid ester

et al. 2015

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DNA‐Assisted Long‐Lived Excimer Formation in a Cyclophane

Cited by 21 publications

References 60 publications

Orientational Organization of Organic Semiconductors within Periodic Nanoscale Silica Channels: Modification of Fluorophore Photophysics through Hierarchical Self‐Assembly

Orientational Organization of Organic Semiconductors within Periodic Nanoscale Silica Channels: Modification of Fluorophore Photophysics through Hierarchical Self‐Assembly

Study of the Mode and Efficiency of DNA Binding in the Damage Induced by Photoactivated Water Soluble Porphyrins

Fluorescence sensor for water based on PET (photo-induced electron transfer): Anthracene-bis(aminomethyl)phenylboronic acid ester

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