Literature DB >> 28324654

A General Strategy for Visible-Light Decaging Based on the Quinone Trimethyl Lock.

David P Walton1, Dennis A Dougherty1.   

Abstract

Visible-light triggered quinone trimethyl locks are reported as a general design for long-wavelength photoremovable protecting groups for alcohols and amines. Intramolecular photoreduction unmasks a reactive phenol that undergoes fast lactonization to release alcohols and amines. Model substrates are released in quantitative yield along with well-defined, colorless hydroquinone byproducts. Substituent modifications of the quinone core allow absorption from 400 to 600 nm.

Entities:  

Year:  2017        PMID： 28324654     DOI： 10.1021/jacs.7b01548

Source DB:  PubMed          Journal:  J Am Chem Soc        ISSN： 0002-7863            Impact factor:   15.419


  9 in total

1.  S,S-Chiral Linker Induced U Shape with a Syn-facial Sensitizer and Photocleavable Ethene Group.

Authors:  Goutam Ghosh; Sarah J Belh; Callistus Chiemezie; Niluksha Walalawela; Ashwini A Ghogare; Mariana Vignoni; Andrés H Thomas; Sherri A McFarland; Edyta M Greer; Alexander Greer
Journal:  Photochem Photobiol       Date:  2018-09-27       Impact factor: 3.421

2.  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

3.  Spatiotemporal Control of Biology: Synthetic Photochemistry Toolbox with Far-Red and Near-Infrared Light.

Authors:  Shang Jia; Ellen M Sletten
Journal:  ACS Chem Biol       Date:  2021-09-13       Impact factor: 5.100

4.  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

Review 5.  Visualizing and Manipulating Biological Processes by Using HaloTag and SNAP-Tag Technologies.

Authors:  Conner A Hoelzel; Xin Zhang
Journal:  Chembiochem       Date:  2020-04-02       Impact factor: 3.164

6.  Light-Regulation of Tryptophan Synthase by Combining Protein Design and Enzymology.

Authors:  Andrea C Kneuttinger; Stefanie Zwisele; Kristina Straub; Astrid Bruckmann; Florian Busch; Thomas Kinateder; Barbara Gaim; Vicki H Wysocki; Rainer Merkl; Reinhard Sterner
Journal:  Int J Mol Sci       Date:  2019-10-15       Impact factor: 5.923

7.  Light-Controlled Cell-Cycle Arrest and Apoptosis.

Authors:  Edgar Uhl; Friederike Wolff; Sriyash Mangal; Henry Dube; Esther Zanin
Journal:  Angew Chem Int Ed Engl       Date:  2020-12-23       Impact factor: 15.336

8.  Mass spectrometric analysis of acid-assisted photochemical release of the trimethyl lock system on the monolayers on gold.

Authors:  Geunhyeok Yu; Woon-Seok Yeo
Journal:  RSC Adv       Date:  2020-05-11       Impact factor: 3.361

Review 9.  Long-wavelength photoremovable protecting groups: On the way to in vivo application.

Authors:  Aleksey Yu Vorobev; Alexander E Moskalensky
Journal:  Comput Struct Biotechnol J       Date:  2019-11-30       Impact factor: 7.271
  9 in total

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