Photochemical reactions in organized assemblies.  49.  Topological control of reactivity by interfacial orientation:  excimer fluorescence and photodimerization of 4-stilbazolium cations in aerosol Ot reversed micelles

Takagi, Katsuhiko; Suddaby, Brian R.; Vadas, S. L.; Backer, C. A.

doi:10.1021/ja00284a079

Cited by 69 publications

(28 citation statements)

References 7 publications

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“…The particle form solution, the axes a and b in Eqs. [4] -[8] are replaced by R. factor must be averaged over the orientation direction.…”

Section: Analytical Equationsmentioning

confidence: 99%

“…result in different reaction efficiency and stereochemical se-Since SANS is operated at the neutron radiation of 1-16 Å lectivity (1)(2)(3). The photodimerization reaction of aromatic wavelength, it results in distances of nanometer scale such unsaturated carboxylic acids proceeds in dispersions of clays as the shape of small micelles, the cross section of rodlike and in solutions of molecular assemblies (4)(5)(6)(7). The recent micelles, and the lamellar thickness and distance.…”

Section: Introductionmentioning

confidence: 99%

“…98 0021-9797/96 $18.00 Copyright ᭧ 1996 by Academic Press, Inc. All rights of reproduction in any form reserved. EXPERIMENTAL F(Q) Å 3V (r 0 r s ) j 1 (u)/u [4] and C 12 DAO was purchased from Fluka, Chemie AG. C 16 DAO was the same sample previously synthesized and used (14).…”

Section: Introductionmentioning

confidence: 99%

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Small-Angle Neutron Scattering Investigation of Supramolecular Assemblies in Ternary Systems of Alkyldimethylamine Oxide/Cinnamic Acid/Water

Okamura

Imae

Takagi

et al. 1996

Journal of Colloid and Interface Science

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“…The particle form solution, the axes a and b in Eqs. [4] -[8] are replaced by R. factor must be averaged over the orientation direction.…”

Section: Analytical Equationsmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

See 1 more Smart Citation

Small-Angle Neutron Scattering Investigation of Supramolecular Assemblies in Ternary Systems of Alkyldimethylamine Oxide/Cinnamic Acid/Water

Okamura

Imae

Takagi

et al. 1996

Journal of Colloid and Interface Science

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“…In addition to the strong sticky property of Z, crosslinking by photoirradiation can be expected to "fixate" their nanoarchitectures [31] because the dyes, which have a stilbene framework, are known to dimerize upon photoirradiation. [32,33] Herein, we report the unique properties of ZZZ triplets as a glue that can connect two duplexes only when the base pair adjacent to the Z residue is fully matched. The application of ZZZ triplets to the preparation of a nanowire is further demonstrated.…”

Section: Introductionmentioning

confidence: 99%

A Cationic Dye Triplet as a Unique “Glue” That Can Connect Fully Matched Termini of DNA Duplexes

Kashida

Hayashi

Fujii

et al. 2011

Chemistry A European J

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In this study, we propose that three consecutive cationic p-methylstilbazoles tethered on D-threoninols (Z residues) at 5' termini act as a unique "glue" connecting DNA duplexes by their interstrand cluster formation. Interstrand clustering of p-methylstilbazoles (ZZZ triplets) induces narrowing and hypsochromic shift of bands at 350 nm, which can be assigned to the absorption of p-methylstilbazole. However, single-stranded DNA conjugates involving a ZZZ triplet at the 5' terminus of 8-mer native nucleotides is found not to induce such large spectral changes, which implies that the intrinsic self-assembling property of ZZZ triplets is weak. Interestingly, when this conjugate is hybridized with a complementary 8-mer native oligonucleotide, a remarkable spectral change is observed, indicating the dimerization of a duplex through the interstrand clustering of ZZZ triplets. Dimerization of the duplex is also evidenced by cold-spray ionization mass spectrometry. This interstrand clustering is observed only when a ZZZ triplet is tethered to a 5' rather than 3' terminus. Furthermore, the stability of the interstrand cluster increases by increasing the number of nucleobases of the DNA portion, and when mismatched base pairs are incorporated or when a base next to the Z residue is deleted, the stability substantially drops. When we apply the ZZZ triplet to the formation of a nanowire using two complementary DNA conjugates, each of which has a ZZZ triplet at the 5' termini as overhang, we demonstrate the successful formation of a nanowire by native PAGE analysis. Since native sticky ends that have three nucleotides do not serve as "glue", ZZZ triplets with their unique glue-like properties are prime candidates for constructing DNA-based nanoarchitectures.

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“…1,2 Topochemical control has also been invoked in photoreactions in assemblies possessing a lower degree of order such as micelles, vesicles, microemulsions, Langmuir monolayers, and Langmuir-Blodget multilayer assemblies. [3][4][5][6][7][8] This deduction was based solely on the stereospecificity of the reaction products, without a direct correlation between the structure of the product to that of the reactant in the organized matrix.…”

mentioning

confidence: 99%

Two-dimensional crystalline structures and photochemical behavior of cinnamate monolayers on water surfaces

Weissbuch

Bouwman²,

Kjær³

et al. 1998

Chirality

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A direct relationship between the structures of two-dimensional (2-D) crystallites of 4-octadecyloxy-E-cinnamic acid and 4-octadecyloxy-E-cinnamamide amphiphiles at the air-water interface and their photochemical behavior, is presented. The detailed packing arrangements of the monolayers were determined, close to the atomic level, from the diffraction pattern measured, in situ on the water surface, by the grazing incidence X-ray diffraction (GID) technique using synchrotron radiation. The products of the photochemical reaction, performed by irradiating the monolayer films directly on the water surface, were collected and analyzed. While the acid crystallites yield a ␤-truxinic acid product together with the cis-isomer, the amide undergoes only trans-cis isomerisation, in full agreement with the 2-D crystalline packing arrangements of the two amphiphiles on the water surface.

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Photochemical reactions in organized assemblies. 49. Topological control of reactivity by interfacial orientation: excimer fluorescence and photodimerization of 4-stilbazolium cations in aerosol Ot reversed micelles

Cited by 69 publications

References 7 publications

Small-Angle Neutron Scattering Investigation of Supramolecular Assemblies in Ternary Systems of Alkyldimethylamine Oxide/Cinnamic Acid/Water

Small-Angle Neutron Scattering Investigation of Supramolecular Assemblies in Ternary Systems of Alkyldimethylamine Oxide/Cinnamic Acid/Water

A Cationic Dye Triplet as a Unique “Glue” That Can Connect Fully Matched Termini of DNA Duplexes

Two-dimensional crystalline structures and photochemical behavior of cinnamate monolayers on water surfaces

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