Playing supramolecular dominoes with light: building and breaking a photoreversible G-quadruplex made from guanosine, boric acid and an azobenzene

Pieraccini, Silvia; Campitiello, Marilena; Carducci, Federica; Davis, Jeffery T.; Mariani, Paolo; Masiero, Stefano

doi:10.1039/c9ob00193j

Title: Playing supramolecular dominoes with light: building and breaking a photoreversible G-quadruplex made from guanosine, boric acid and an azobenzene

Journal Article · Tue Jan 01 00:00:00 EST 2019 · Organic and Biomolecular Chemistry

DOI:https://doi.org/10.1039/c9ob00193j· OSTI ID:1610392

Pieraccini, Silvia ^[1]; Campitiello, Marilena ^[1];

^[2];

^[3]; Mariani, Paolo ^[2];

^[1]

Dipartimento di Chimica “Giacomo Ciamician”; Università di Bologna; v. S. Giacomo; 11-40126 Bologna; Italy
Dipartimento di Scienze della Vita e dell'Ambiente; Università Politecnica delle Marche; 60131 Ancona; Italy
Dept. of Chemistry and Biochemistry; University of Maryland; College Park; USA

Addition of an azo dye triggers a cascade of photoreversible intermolecular recognition processes in a mixture of simple guanosine derivatives.

Cite

Export

Save

Research Organization:: Univ. of Maryland, College Park, MD (United States)

Sponsoring Organization:: USDOE Office of Science (SC)

DOE Contract Number:: FG02-98ER14888

OSTI ID:: 1610392

Journal Information:: Organic and Biomolecular Chemistry, Vol. 17, Issue 10; ISSN 1477-0520

Publisher:: Royal Society of Chemistry

Country of Publication:: United States

Language:: English

References (27)

UV and pH-responsive supra-amphiphiles driven by combined interactions for controlled self-assembly behaviors Li, Shangyang; Hao, Aiyou; Shen, Jian Soft Matter, Vol. 14, Issue 11 https://doi.org/10.1039/C8SM00118A	journal	January 2018
Bottom-up approaches for material and device designing using practical aspects of self-assembled molecular architectures Ohtake, Toshihiro Molecular Systems Design & Engineering, Vol. 3, Issue 5 https://doi.org/10.1039/C8ME00020D	journal	January 2018
Photo-responsive systems and biomaterials: photochromic polymers, light-triggered self-assembly, surface modification, fluorescence modulation and beyond Ercole, Francesca; Davis, Thomas P.; Evans, Richard A. Polymer Chemistry, Vol. 1, Issue 1, p. 37-54 https://doi.org/10.1039/B9PY00300B	journal	January 2010
Photomobile Polymer Materials: Towards Light-Driven Plastic Motors Yamada, Munenori; Kondo, Mizuho; Mamiya, Jun-ichi Angewandte Chemie International Edition, Vol. 47, Issue 27 https://doi.org/10.1002/anie.200800760	journal	June 2008
Light-enabled reversible self-assembly and tunable optical properties of stable hairy nanoparticles Chen, Yihuang; Wang, Zewei; He, Yanjie Proceedings of the National Academy of Sciences, Vol. 115, Issue 7 https://doi.org/10.1073/pnas.1714748115	journal	January 2018
Artificial muscle-like function from hierarchical supramolecular assembly of photoresponsive molecular motors Chen, Jiawen; Leung, Franco King-Chi; Stuart, Marc C. A. Nature Chemistry, Vol. 10, Issue 2 https://doi.org/10.1038/nchem.2887	journal	December 2017
Light-Induced Reversible Reconfiguration of DNA-Based Constitutional Dynamic Networks: Application to Switchable Catalysis Wang, Shan; Yue, Liang; Li, Zi-Yuan Angewandte Chemie International Edition, Vol. 57, Issue 27 https://doi.org/10.1002/anie.201803371	journal	May 2018
Expanding the Toolbox of Photoswitches for DNA Nanotechnology Using Arylazopyrazoles Adam, Volker; Prusty, Deepak K.; Centola, Mathias Chemistry - A European Journal, Vol. 24, Issue 5 https://doi.org/10.1002/chem.201705500	journal	January 2018
G-quadruplexes in Prague: A Bohemian Rhapsody O'Hagan, Michael Paul; Mergny, Jean-Louis; Waller, Zoë Ann Ella Biochimie, Vol. 147 https://doi.org/10.1016/j.biochi.2018.02.004	journal	April 2018
Reversible Photoswitching of a G-Quadruplex Ogasawara, Shinzi; Maeda, Mizuo Angewandte Chemie International Edition, Vol. 48, Issue 36 https://doi.org/10.1002/anie.200902183	journal	August 2009
Triggering of Guanosine Self-Assembly by Light Lena, Stefano; Neviani, Paolo; Masiero, Stefano Angewandte Chemie International Edition, Vol. 49, Issue 21 https://doi.org/10.1002/anie.201000805	journal	April 2010
Photoresponsive Formation of an Intermolecular Minimal G-Quadruplex Motif Thevarpadam, Julie; Bessi, Irene; Binas, Oliver Angewandte Chemie International Edition, Vol. 55, Issue 8 https://doi.org/10.1002/anie.201510269	journal	January 2016
Conformational Switching of G-Quadruplex DNA by Photoregulation Wang, Xiaolin; Huang, Jing; Zhou, Yangyang Angewandte Chemie International Edition, Vol. 49, Issue 31 https://doi.org/10.1002/anie.201002290	journal	June 2010
Light-driven conformational regulation of human telomeric G-quadruplex DNA in physiological conditions Xing, Xiwen; Wang, Xiaoling; Xu, Liang Org. Biomol. Chem., Vol. 9, Issue 19 https://doi.org/10.1039/C1OB05939D	journal	January 2011
A G ₄ ·K ⁺ Hydrogel Stabilized by an Anion Peters, Gretchen Marie; Skala, Luke P.; Plank, Taylor N. Journal of the American Chemical Society, Vol. 136, Issue 36 https://doi.org/10.1021/ja507506c	journal	August 2014
G4-Quartet·M ⁺ Borate Hydrogels Peters, Gretchen Marie; Skala, Luke P.; Plank, Taylor N. Journal of the American Chemical Society, Vol. 137, Issue 17 https://doi.org/10.1021/jacs.5b02753	journal	April 2015
A Molecular Chaperone for G4-Quartet Hydrogels Peters, Gretchen Marie; Skala, Luke P.; Davis, Jeffery T. Journal of the American Chemical Society, Vol. 138, Issue 1 https://doi.org/10.1021/jacs.5b08769	journal	December 2015
Self-assembly of Natural and Unnatural Nucleobases at Surfaces and Interfaces Ciesielski, Artur; El Garah, Mohamed; Masiero, Stefano Small, Vol. 12, Issue 1 https://doi.org/10.1002/smll.201501017	journal	October 2015
Co-existence of Distinct Supramolecular Assemblies in Solution and in the Solid State Reddy, G. N. Manjunatha; Huqi, Aida; Iuga, Dinu Chemistry - A European Journal, Vol. 23, Issue 10 https://doi.org/10.1002/chem.201604832	journal	December 2016
Chemical Probe for Glycosidic Conformation in Telomeric DNAs Dias, Eric; Battiste, John L.; Williamson, James R. Journal of the American Chemical Society, Vol. 116, Issue 10 https://doi.org/10.1021/ja00089a048	journal	May 1994
On the structural stability of guanosine-based supramolecular hydrogels Carducci, Federica; Yoneda, Juliana S.; Itri, Rosangela Soft Matter, Vol. 14, Issue 15 https://doi.org/10.1039/C8SM00299A	journal	January 2018
Small-Angle X-ray Scattering Study of Self-Assembling Lipophilic Guanines in Organic Solvents: G-Quadruplex Formation and Cation Effects in Cyclohexane Gonnelli, A.; Ortore, M. G.; Baldassarri, E. J. The Journal of Physical Chemistry B, Vol. 117, Issue 4 https://doi.org/10.1021/jp3121929	journal	January 2013
Small Angle X-ray Scattering Analysis of Deoxyguanosine 5′-Monophosphate Self-Assembing in Solution: Nucleation and Growth of G-Quadruplexes Mariani, Paolo; Spinozzi, Francesco; Federiconi, Francesco The Journal of Physical Chemistry B, Vol. 113, Issue 22 https://doi.org/10.1021/jp809734p	journal	June 2009
Thiazole Orange-Induced c-di-GMP Quadruplex Formation Facilitates a Simple Fluorescent Detection of This Ubiquitous Biofilm Regulating Molecule Nakayama, Shizuka; Kelsey, Ilana; Wang, Jingxin Journal of the American Chemical Society, Vol. 133, Issue 13 https://doi.org/10.1021/ja1091062	journal	April 2011
c-di-GMP can form remarkably stable G-quadruplexes at physiological conditions in the presence of some planar intercalators Nakayama, Shizuka; Kelsey, Ilana; Wang, Jingxin Chemical Communications, Vol. 47, Issue 16 https://doi.org/10.1039/c0cc05432a	journal	January 2011
Classification of G-Quadruplex DNA on the Basis of the Quadruplex Twist Angle and Planarity of G-Quartets Reshetnikov, R. V.; Kopylov, A. M.; Golovin, A. V. Acta Naturae, Vol. 2, Issue 4 https://doi.org/10.32607/20758251-2010-2-4-72-81	journal	December 2010
A non-empirical chromophoric interpretation of CD spectra of DNA G-quadruplex structures Masiero, Stefano; Trotta, Roberta; Pieraccini, Silvia Organic & Biomolecular Chemistry, Vol. 8, Issue 12 https://doi.org/10.1039/c003428b	journal	January 2010

Similar Records

Playing supramolecular dominoes with light: building and breaking a photoreversible G-quadruplex made from guanosine, boric acid and an azobenzene

Journal Article · Wed Mar 06 00:00:00 EST 2019 · Organic and Biomolecular Chemistry · OSTI ID:1610392

Pieraccini, Silvia; Campitiello, Marilena; Carducci, Federica; +3 more

Supramolecular hydrogels for environmental remediation: G ₄ -quartet gels that selectively absorb anionic dyes from water

Journal Article · Sun Jan 01 00:00:00 EST 2017 · ChemComm · OSTI ID:1610392

Plank, Taylor N.; Skala, Luke P.; Davis, Jeffery T.

Photoreversible optical data recording in films of amorphous azo dye-containing polymers

Journal Article · Thu Feb 28 00:00:00 EST 2002 · Quantum Electronics (Woodbury, N.Y.) · OSTI ID:1610392

Simonov, A N; Uraev, D V; Shibaev, Valerii P; +1 more

Related Subjects

Chemistry

Title: Playing supramolecular dominoes with light: building and breaking a photoreversible G-quadruplex made from guanosine, boric acid and an azobenzene

Citation Formats

References (27)

Similar Records

Related Subjects