Literature DB >> 22005713

Using photolabile protecting groups for the controlled release of bioactive volatiles.

Andreas Herrmann1.   

Abstract

To develop their biological activity, bioactive volatile compounds, such as pheromones or fragrances, have to evaporate from surfaces. Because these surfaces are usually exposed to natural daylight, the preparation of non-volatile precursors using photoremovable protecting groups is an ideal tool to control the release of caged volatile molecules from various surfaces by light-induced covalent bond cleavage. Many photoreactions occur under mild environmental conditions and are highly selective. To break covalent bonds under typical application conditions, the photoreaction has to proceed at ambient daylight, to tolerate the presence of oxygen and to run in polar media (e.g. in water). The amount of volatiles generated from photochemical delivery systems depends on the light intensity to which the systems are exposed. Both photoisomerisations and photofragmentations have successfully been investigated for the slow release of caged pheromones and fragrances from their corresponding precursors.

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Year:  2011        PMID: 22005713     DOI: 10.1039/c1pp05231d

Source DB:  PubMed          Journal:  Photochem Photobiol Sci        ISSN: 1474-905X            Impact factor:   3.982


  7 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.  Photolysis of a peptide with N-peptidyl-7-nitroindoline units using two-photon absorption.

Authors:  Kevin A Hatch; Alfredo Ornelas; Kaitlyn N Williams; Thomas Boland; Katja Michael; Chunqiang Li
Journal:  Biomed Opt Express       Date:  2016-10-19       Impact factor: 3.732

3.  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 4.  Synthesis of Cyclic Fragrances via Transformations of Alkenes, Alkynes and Enynes: Strategies and Recent Progress.

Authors:  Zhigeng Lin; Baoying Huang; Lufeng Ouyang; Liyao Zheng
Journal:  Molecules       Date:  2022-06-02       Impact factor: 4.927

5.  Quinoline-Derived Two-Photon-Sensitive Octupolar Probes.

Authors:  Petra Dunkel; Morgane Petit; Hamid Dhimane; Mireille Blanchard-Desce; David Ogden; Peter I Dalko
Journal:  ChemistryOpen       Date:  2017-07-20       Impact factor: 2.911

6.  Visible-Light-Initiated Palladium-Catalyzed Cross-coupling by PPh3 Uncaging from an Azobenzene Ruthenium-Arene Complex.

Authors:  Lou Rocard; Jérôme Hannedouche; Nicolas Bogliotti
Journal:  Chemistry       Date:  2022-06-10       Impact factor: 5.020

7.  Tailoring of organic dyes with oxidoreductive compounds to obtain photocyclic radical generator systems exhibiting photocatalytic behavior.

Authors:  Christian Ley; Julien Christmann; Ahmad Ibrahim; Luciano H Di Stefano; Xavier Allonas
Journal:  Beilstein J Org Chem       Date:  2014-04-25       Impact factor: 2.883

  7 in total

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