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Open AccessJournal ArticleDOI

Chemical reporters for biological discovery

Markus Grammel, +1 more
- 01 Aug 2013 - 
- Vol. 9, Iss: 8, pp 475-484
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TLDR
How chemical reporters in conjunction with bioorthogonal labeling methods can be used to image and retrieve nucleic acids, proteins, glycans, lipids and other metabolites in vitro, in cells as well as in whole organisms is reviewed.
Abstract
Functional tools are needed to understand complex biological systems. Here we review how chemical reporters in conjunction with bioorthogonal labeling methods can be used to image and retrieve nucleic acids, proteins, glycans, lipids and other metabolites in vitro, in cells as well as in whole organisms. By tagging these biomolecules, researchers can now monitor their dynamics in living systems and discover specific substrates of cellular pathways. These advances in chemical biology are thus providing important tools to characterize biological pathways and are poised to facilitate our understanding of human diseases.

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Journal ArticleDOI

Kinugasa Reactions in Water: From Green Chemistry to Bioorthogonal Labelling

TL;DR: The development of methods for use of the Kinugasa reaction in aqueous media is reviewed, with emphasis on its potential use as a bioorthogonal coupling strategy.
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Ecological Recycling of a Bio‐Based Catalyst for Cu Click Reaction: a New Strategy for a Greener Sustainable Catalysis

TL;DR: In this article, a novel bio-sourced ecocatalysts for the Cu catalyzed azide-alkyne cycloaddition reaction (CuAAC) are presented.
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Biosynthesis of alkyne-containing natural products

TL;DR: The biosyntheses of alkyne-containing natural products are summarized and de novo biosynthetic strategies for alkynes-tagged compound production are introduced.
Journal ArticleDOI

Characterization of Cell Glycocalyx with Mass Spectrometry Methods.

TL;DR: The work conducted for extensive analysis of cell membrane glycosylation, particularly those employing liquid chromatography with mass spectrometry (LC-MS) in combination with various sample preparation techniques are summarized.
Journal ArticleDOI

Copper-catalysed cycloaddition reactions of nitrones and alkynes for bioorthogonal labelling of living cells

TL;DR: An adapted biocompatible version of the Kinugasa reaction, the copper-catalysed alkyne-nitrone cycloaddition followed by rearrangement (CuANCR), was developed for live-cell labelling and demonstrated for both mammalian and bacterial cells.
References
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Journal ArticleDOI

Click Chemistry: Diverse Chemical Function from a Few Good Reactions.

TL;DR: In this paper, a set of powerful, highly reliable, and selective reactions for the rapid synthesis of useful new compounds and combinatorial libraries through heteroatom links (C-X-C), an approach called click chemistry is defined, enabled, and constrained by a handful of nearly perfect "springloaded" reactions.
Journal ArticleDOI

Cu-catalyzed azide-alkyne cycloaddition.

TL;DR: The basis for the unique properties and rate enhancement for triazole formation under Cu(1) catalysis should be found in the high ∆G of the reaction in combination with the low character of polarity of the dipole of the noncatalyzed thermal reaction, which leads to a considerable activation barrier.
Journal ArticleDOI

Tet proteins can convert 5-methylcytosine to 5-formylcytosine and 5-carboxylcytosine

TL;DR: This study raises the possibility that DNA demethylation may occur through Tet-catalyzed oxidation followed by decarboxylation, and identifies two previously unknown cytosine derivatives in genomic DNA as the products of Tet proteins.
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Tet-Mediated Formation of 5-Carboxylcytosine and Its Excision by TDG in Mammalian DNA

TL;DR: It is demonstrated that 5mC and 5hmC in DNA are oxidized to 5-carboxylcytosine (5caC) by Tet dioxygenases in vitro and in cultured cells, suggesting that oxidation of 5m C by Tet proteins followed by TDG-mediated base excision of 5caC constitutes a pathway for active DNA demethylation.
Journal ArticleDOI

1,3-Dipolar Cycloadditions. Past and Future†

TL;DR: In contrast to the very large number of special methods applicable to syntheses in the heterocyclic series, relatively few general methods are available as discussed by the authors, and the 1,3-dipolar addition offers a remarkably wide range of utility in the synthesis of five-membered heterocycles.
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