Literature DB >> 24064788

Robust visible light photoswitching with ortho-thiol substituted azobenzenes.

Subhas Samanta1, Theresa M McCormick, Simone K Schmidt, Dwight S Seferos, G Andrew Woolley.   

Abstract

Introduction of S-ethyl groups in all four ortho positions of azobenzene prevents reduction of the azo group by intracellular glutathione, while enhancing the absorptivity to ~10,000 M(-1) cm(-1) in the blue and green regions of the visible spectrum. cis-to-trans isomerization occurs thermally on the minutes timescale. Further, this substitution pattern permits switching with red light, a color that is more penetrating through biological tissues than other parts of the visible spectrum.

Entities:  

Year:  2013        PMID: 24064788     DOI: 10.1039/c3cc46045b

Source DB:  PubMed          Journal:  Chem Commun (Camb)        ISSN: 1359-7345            Impact factor:   6.222


  18 in total

Review 1.  Molecular photoswitches in aqueous environments.

Authors:  Jana Volarić; Wiktor Szymanski; Nadja A Simeth; Ben L Feringa
Journal:  Chem Soc Rev       Date:  2021-11-15       Impact factor: 54.564

2.  Design of Light-Controlled Protein Conformations and Functions.

Authors:  Ryan S Ritterson; Daniel Hoersch; Kyle A Barlow; Tanja Kortemme
Journal:  Methods Mol Biol       Date:  2016

3.  Photoswitchable anticancer activity via trans-cis isomerization of a combretastatin A-4 analog.

Authors:  Jonathon E Sheldon; M Michael Dcona; Charles E Lyons; John C Hackett; Matthew C T Hartman
Journal:  Org Biomol Chem       Date:  2015-10-27       Impact factor: 3.876

4.  Visible-Light Excitation of a Molecular Motor with an Extended Aromatic Core.

Authors:  Thomas van Leeuwen; Jasper Pol; Diederik Roke; Sander J Wezenberg; Ben L Feringa
Journal:  Org Lett       Date:  2017-03-01       Impact factor: 6.005

5.  Arylazoindazole Photoswitches: Facile Synthesis and Functionalization via SNAr Substitution.

Authors:  Raquel Travieso-Puente; Simon Budzak; Juan Chen; Peter Stacko; Johann T B H Jastrzebski; Denis Jacquemin; Edwin Otten
Journal:  J Am Chem Soc       Date:  2017-02-24       Impact factor: 15.419

6.  Dynamic induction of enantiomeric excess from a prochiral azobenzene dimer under circularly polarized light.

Authors:  K Rijeesh; P K Hashim; Shin-Ichiro Noro; Nobuyuki Tamaoki
Journal:  Chem Sci       Date:  2014-10-30       Impact factor: 9.825

Review 7.  Photoresponsive molecular tools for emerging applications of light in medicine.

Authors:  Ilse M Welleman; Mark W H Hoorens; Ben L Feringa; Hendrikus H Boersma; Wiktor Szymański
Journal:  Chem Sci       Date:  2020-10-15       Impact factor: 9.825

8.  Active Ester Functionalized Azobenzenes as Versatile Building Blocks.

Authors:  Sven Schultzke; Melanie Walther; Anne Staubitz
Journal:  Molecules       Date:  2021-06-26       Impact factor: 4.411

9.  Light-Controlled Histone Deacetylase (HDAC) Inhibitors: Towards Photopharmacological Chemotherapy.

Authors:  Wiktor Szymanski; Maria E Ourailidou; Willem A Velema; Frank J Dekker; Ben L Feringa
Journal:  Chemistry       Date:  2015-09-29       Impact factor: 5.020

10.  Photomodulation of bacterial growth and biofilm formation using carbohydrate-based surfactants.

Authors:  Yingxue Hu; Wenyue Zou; Villy Julita; Rajesh Ramanathan; Rico F Tabor; Reece Nixon-Luke; Gary Bryant; Vipul Bansal; Brendan L Wilkinson
Journal:  Chem Sci       Date:  2016-08-17       Impact factor: 9.825

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