Literature DB >> 24285381

Tunable visible and near-IR photoactivation of light-responsive compounds by using fluorophores as light-capturing antennas.

Thomas A Shell1, Jennifer R Shell, Zachary L Rodgers, David S Lawrence.   

Abstract

Although the corrin ring of vitamin B12 is unable to efficiently absorb light beyond 550 nm, it is shown that commercially available fluorophores can be used as antennas to capture long-wavelength light to promote scission of the Co-C bond at wavelengths up to 800 nm. The ability to control the molecular properties of bioactive species with long visible and near-IR light has implications for drug delivery, nanotechnology, and the spatiotemporal control of cellular behavior.
Copyright © 2014 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.

Entities:  

Keywords:  cobalamins; drug delivery; energy transfer; fluorescence; photochemistry

Mesh:

Substances:

Year:  2013        PMID: 24285381      PMCID: PMC4036634          DOI: 10.1002/anie.201308816

Source DB:  PubMed          Journal:  Angew Chem Int Ed Engl        ISSN: 1433-7851            Impact factor:   15.336


  27 in total

1.  Orthogonal Photolysis of Protecting Groups Financial support from the Swiss National Science Foundation (grant no.: 21-57044.99) and the Fonds Frédéric Firmenich et Philippe Chuit is gratefully acknowledged.

Authors:  Christian G. Bochet
Journal:  Angew Chem Int Ed Engl       Date:  2001-06-01       Impact factor: 15.336

Review 2.  Non-invasive in vivo characterization of breast tumors using photon migration spectroscopy.

Authors:  B J Tromberg; N Shah; R Lanning; A Cerussi; J Espinoza; T Pham; L Svaasand; J Butler
Journal:  Neoplasia       Date:  2000 Jan-Apr       Impact factor: 5.715

3.  Coumarinylmethyl esters for ultrafast release of high concentrations of cyclic nucleotides upon one- and two-photon photolysis.

Authors:  Volker Hagen; Brigitte Dekowski; Vasilica Nache; Reinhard Schmidt; Daniel Geissler; Dorothea Lorenz; Jenny Eichhorst; Sandro Keller; Hiroshi Kaneko; Klaus Benndorf; Burkhard Wiesner
Journal:  Angew Chem Int Ed Engl       Date:  2005-12-09       Impact factor: 15.336

Review 4.  Photoremovable protecting groups in chemistry and biology: reaction mechanisms and efficacy.

Authors:  Petr Klán; Tomáš Šolomek; Christian G Bochet; Aurélien Blanc; Richard Givens; Marina Rubina; Vladimir Popik; Alexey Kostikov; Jakob Wirz
Journal:  Chem Rev       Date:  2012-12-21       Impact factor: 60.622

Review 5.  Light-controlled tools.

Authors:  Clara Brieke; Falk Rohrbach; Alexander Gottschalk; Günter Mayer; Alexander Heckel
Journal:  Angew Chem Int Ed Engl       Date:  2012-07-24       Impact factor: 15.336

6.  Synthesis and biological activity of a profluorescent analogue of coenzyme B12.

Authors:  M S Rosendahl; G M Omann; N J Leonard
Journal:  Proc Natl Acad Sci U S A       Date:  1982-06       Impact factor: 11.205

7.  Lipid pools as photolabile "protecting groups": design of light-activatable bioagents.

Authors:  Luong T Nguyen; Nathan P Oien; Nancy L Allbritton; David S Lawrence
Journal:  Angew Chem Int Ed Engl       Date:  2013-07-31       Impact factor: 15.336

8.  Design, synthesis, and characterization of fluorescent cobalamin analogues with high quantum efficiencies.

Authors:  Manfai Lee; Charles B Grissom
Journal:  Org Lett       Date:  2009-06-18       Impact factor: 6.005

9.  Wavelength-selective photoactivatable protecting groups for thiols.

Authors:  Nico Kotzur; Benoît Briand; Michael Beyermann; Volker Hagen
Journal:  J Am Chem Soc       Date:  2009-11-25       Impact factor: 15.419

10.  Two-color, two-photon uncaging of glutamate and GABA.

Authors:  Srinivas Kantevari; Masanori Matsuzaki; Yuya Kanemoto; Haruo Kasai; Graham C R Ellis-Davies
Journal:  Nat Methods       Date:  2009-12-27       Impact factor: 28.547

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  25 in total

1.  Vitamin B12: a tunable, long wavelength, light-responsive platform for launching therapeutic agents.

Authors:  Thomas A Shell; David S Lawrence
Journal:  Acc Chem Res       Date:  2015-10-19       Impact factor: 22.384

2.  Cell-mediated assembly of phototherapeutics.

Authors:  Weston J Smith; Nathan P Oien; Robert M Hughes; Christina M Marvin; Zachary L Rodgers; Junghyun Lee; David S Lawrence
Journal:  Angew Chem Int Ed Engl       Date:  2014-08-22       Impact factor: 15.336

3.  Neural and behavioral control in Caenorhabditis elegans by a yellow-light-activatable caged compound.

Authors:  Hironori Takahashi; Mako Kamiya; Minoru Kawatani; Keitaro Umezawa; Yoshiaki Ukita; Shinsuke Niwa; Toshiyuki Oda; Yasuteru Urano
Journal:  Proc Natl Acad Sci U S A       Date:  2021-02-09       Impact factor: 11.205

4.  Near-IR Light-Mediated Cleavage of Antibody-Drug Conjugates Using Cyanine Photocages.

Authors:  Roger R Nani; Alexander P Gorka; Tadanobu Nagaya; Hisataka Kobayashi; Martin J Schnermann
Journal:  Angew Chem Int Ed Engl       Date:  2015-09-25       Impact factor: 15.336

Review 5.  Optochemical Control of Biological Processes in Cells and Animals.

Authors:  Nicholas Ankenbruck; Taylor Courtney; Yuta Naro; Alexander Deiters
Journal:  Angew Chem Int Ed Engl       Date:  2018-02-01       Impact factor: 15.336

6.  Visible-to-NIR-Light Activated Release: From Small Molecules to Nanomaterials.

Authors:  Roy Weinstain; Tomáš Slanina; Dnyaneshwar Kand; Petr Klán
Journal:  Chem Rev       Date:  2020-10-30       Impact factor: 60.622

7.  Phototriggered Secretion of Membrane Compartmentalized Bioactive Agents.

Authors:  Robert M Hughes; Christina M Marvin; Zachary L Rodgers; Song Ding; Nathan P Oien; Weston J Smith; David S Lawrence
Journal:  Angew Chem Int Ed Engl       Date:  2016-11-22       Impact factor: 15.336

8.  A Cyanine Photooxidation/β-Elimination Sequence Enables Near-infrared Uncaging of Aryl Amine Payloads.

Authors:  Tsuyoshi Yamamoto; Donald R Caldwell; Albert Gandioso; Martin J Schnermann
Journal:  Photochem Photobiol       Date:  2019-03-19       Impact factor: 3.421

9.  Visible Light-Induced Radical Mediated DNA Damage.

Authors:  Amelia C McCue; Whitney M Moreau; Thomas A Shell
Journal:  Photochem Photobiol       Date:  2018-03-30       Impact factor: 3.421

Review 10.  Harnessing cyanine photooxidation: from slowing photobleaching to near-IR uncaging.

Authors:  Alexander P Gorka; Martin J Schnermann
Journal:  Curr Opin Chem Biol       Date:  2016-06-24       Impact factor: 8.822

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