Literature DB >> 21341754

Wavelength-selective uncaging of dA and dC residues.

Florian Schäfer1, Khashti Ballabh Joshi, Manuela A H Fichte, Timo Mack, Josef Wachtveitl, Alexander Heckel.   

Abstract

Nitrodibenzofuran (NDBF) groups are used as photolabile "caging" groups to temporarily mask the Watson-Crick interaction of dA and dC residues. They show improved masking capabilities and are photodeprotected 12 times more efficiently than 1-(o-nitrophenyl)-ethyl (NPE) caging groups in these positions. Furthermore, NDBF groups can be removed wavelength-selectively in the presence of NPE groups. This will allow more complex (un)caging strategies of oligonucleotides--beyond the usual irreversible triggering.

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Year:  2011        PMID: 21341754     DOI: 10.1021/ol200141v

Source DB:  PubMed          Journal:  Org Lett        ISSN: 1523-7052            Impact factor:   6.005


  13 in total

Review 1.  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

2.  Spectral evolution of a photochemical protecting group for orthogonal two-color uncaging with visible light.

Authors:  Jeremy P Olson; Matthew R Banghart; Bernardo L Sabatini; Graham C R Ellis-Davies
Journal:  J Am Chem Soc       Date:  2013-10-11       Impact factor: 15.419

3.  Synthesis and characterization of cell-permeant 6-nitrodibenzofuranyl-caged IP3.

Authors:  Srinivas Kantevari; Yossi Buskila; Graham C R Ellis-Davies
Journal:  Photochem Photobiol Sci       Date:  2011-08-30       Impact factor: 3.982

4.  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

Review 5.  Caged oligonucleotides for studying biological systems.

Authors:  Brittani K Ruble; Sean B Yeldell; Ivan J Dmochowski
Journal:  J Inorg Biochem       Date:  2015-03-28       Impact factor: 4.155

6.  Wavelength-Selective Sequential Polymer Network Formation Controlled with a Two-Color Responsive Initiation System.

Authors:  Xinpeng Zhang; Weixian Xi; Sijia Huang; Katelyn Long; Christopher N Bowman
Journal:  Macromolecules       Date:  2017-07-17       Impact factor: 5.985

7.  Regulation of transcription through light-activation and light-deactivation of triplex-forming oligonucleotides in mammalian cells.

Authors:  Jeane M Govan; Rajendra Uprety; James Hemphill; Mark O Lively; Alexander Deiters
Journal:  ACS Chem Biol       Date:  2012-05-11       Impact factor: 5.100

8.  Caged compounds for multichromic optical interrogation of neural systems.

Authors:  Joseph M Amatrudo; Jeremy P Olson; Hitesh K Agarwal; Graham C R Ellis-Davies
Journal:  Eur J Neurosci       Date:  2014-12-04       Impact factor: 3.386

9.  Optochemical control of deoxyoligonucleotide function via a nucleobase-caging approach.

Authors:  Qingyang Liu; Alexander Deiters
Journal:  Acc Chem Res       Date:  2013-08-28       Impact factor: 22.384

10.  Sequential Uncaging with Green Light can be Achieved by Fine-Tuning the Structure of a Dicyanocoumarin Chromophore.

Authors:  Albert Gandioso; Marta Palau; Alba Nin-Hill; Ivanna Melnyk; Carme Rovira; Santi Nonell; Dolores Velasco; Jaume García-Amorós; Vicente Marchán
Journal:  ChemistryOpen       Date:  2017-05-05       Impact factor: 2.911

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