Bioorthogonal chemistry: strategies and recent developments

DNA Modification under Mild Conditions by Suzuki-Miyaura Cross-Coupling for the Generation of Functional Probes

(2013) Lukas Lercher et al.   ANGEWANDTE CHEMIE-INTERNATIONAL EDITION

Self-Liganded Suzuki-Miyaura Coupling for Site-Selective Protein PEGylation

(2013) Anaëlle Dumas et al.   ANGEWANDTE CHEMIE-INTERNATIONAL EDITION

Two-Color Glycan Labeling of Live Cells by a Combination of Diels-Alder and Click Chemistry

(2013) Andrea Niederwieser et al.   ANGEWANDTE CHEMIE-INTERNATIONAL EDITION

Light-Induced Click Reactions

(2013) Mehmet Atilla Tasdelen et al.   ANGEWANDTE CHEMIE-INTERNATIONAL EDITION

Metabolic Glycan Imaging by Isonitrile-Tetrazine Click Chemistry

(2013) Shaun Stairs et al.   CHEMBIOCHEM

Rewriting the bacterial glycocalyx via Suzuki–Miyaura cross-coupling

(2013) Christopher D. Spicer et al.   CHEMICAL COMMUNICATIONS

Design of oligothiophene-based tetrazoles for laser-triggered photoclick chemistry in living cells

(2013) Peng An et al.   CHEMICAL COMMUNICATIONS

Storable palladacycles for selective functionalization of alkyne-containing proteins

(2013) Gang Cheng et al.   CHEMICAL COMMUNICATIONS

Rapid Cross-Metathesis for Reversible Protein Modifications via Chemical Access to Se-Allyl-selenocysteine in Proteins

(2013) Yuya A. Lin et al.   JOURNAL OF THE AMERICAN CHEMICAL SOCIETY

Ligand-Free Palladium-Mediated Site-Specific Protein Labeling Inside Gram-Negative Bacterial Pathogens

(2013) Jie Li et al.   JOURNAL OF THE AMERICAN CHEMICAL SOCIETY

A Bioorthogonal Ligation Enabled by Click Cycloaddition of o-Quinolinone Quinone Methide and Vinyl Thioether

(2013) Qiang Li et al.   JOURNAL OF THE AMERICAN CHEMICAL SOCIETY

N-terminal dual protein functionalization by strain-promoted alkyne–nitrone cycloaddition

(2013) Rinske P. Temming et al.   ORGANIC & BIOMOLECULAR CHEMISTRY

A new family of bioorthogonally applicable fluorogenic labels

(2013) András Herner et al.   ORGANIC & BIOMOLECULAR CHEMISTRY

Direct Evidence of a Dinuclear Copper Intermediate in Cu(I)-Catalyzed Azide-Alkyne Cycloadditions

(2013) B. T. Worrell et al.   SCIENCE

Fast, Cell-Compatible Click Chemistry with Copper-Chelating Azides for Biomolecular Labeling

(2012) Chayasith Uttamapinant et al.   ANGEWANDTE CHEMIE-INTERNATIONAL EDITION

Thiacycloalkynes for Copper-Free Click Chemistry

(2012) Gabriela de Almeida et al.   ANGEWANDTE CHEMIE-INTERNATIONAL EDITION

Triple Bioorthogonal Ligation Strategy for Simultaneous Labeling of Multiple Enzymatic Activities

(2012) Lianne I. Willems et al.   ANGEWANDTE CHEMIE-INTERNATIONAL EDITION

Genetically Encoded Cyclopropene Directs Rapid, Photoclick-Chemistry-Mediated Protein Labeling in Mammalian Cells

(2012) Zhipeng Yu et al.   ANGEWANDTE CHEMIE-INTERNATIONAL EDITION

Amino Acids for Diels-Alder Reactions in Living Cells

(2012) Tilman Plass et al.   ANGEWANDTE CHEMIE-INTERNATIONAL EDITION

Catalyst-Free and Site-Specific One-Pot Dual-Labeling of a Protein Directed by Two Genetically Incorporated Noncanonical Amino Acids

(2012) Bo Wu et al.   CHEMBIOCHEM

Genetic Encoding of a Bicyclo[6.1.0]nonyne-Charged Amino Acid Enables Fast Cellular Protein Imaging by Metal-Free Ligation

(2012) Annika Borrmann et al.   CHEMBIOCHEM

Enabling Wittig reaction on site-specific protein modification

(2012) Ming-Jie Han et al.   CHEMICAL COMMUNICATIONS

ortho-Quinone Methides in Natural Product Synthesis

(2012) Nicky J. Willis et al.   CHEMISTRY-A EUROPEAN JOURNAL

Genetically Encoded Tetrazine Amino Acid Directs Rapid Site-Specific in Vivo Bioorthogonal Ligation with trans-Cyclooctenes

(2012) Jason L. Seitchik et al.   JOURNAL OF THE AMERICAN CHEMICAL SOCIETY

Genetic Encoding of Bicyclononynes and trans-Cyclooctenes for Site-Specific Protein Labeling in Vitro and in Live Mammalian Cells via Rapid Fluorogenic Diels–Alder Reactions

(2012) Kathrin Lang et al.   JOURNAL OF THE AMERICAN CHEMICAL SOCIETY

Fluorogenic Azidofluoresceins for Biological Imaging

(2012) Peyton Shieh et al.   JOURNAL OF THE AMERICAN CHEMICAL SOCIETY

Functionalized Cyclopropenes As Bioorthogonal Chemical Reporters

(2012) David M. Patterson et al.   JOURNAL OF THE AMERICAN CHEMICAL SOCIETY

Expanding the genetic code of Drosophila melanogaster

(2012) Ambra Bianco et al.   Nature Chemical Biology

Genetically encoded norbornene directs site-specific cellular protein labelling via a rapid bioorthogonal reaction

(2012) Kathrin Lang et al.   Nature Chemistry

Kinetics studies of rapid strain-promoted [3 + 2]-cycloadditions of nitrones with biaryl-aza-cyclooctynone

(2012) Craig S. McKay et al.   ORGANIC & BIOMOLECULAR CHEMISTRY

Investigation of the ring-closing metathesis of peptides in water

(2012) Stephen A. Cochrane et al.   ORGANIC & BIOMOLECULAR CHEMISTRY

A Pictet-Spengler ligation for protein chemical modification

(2012) P. Agarwal et al.   PROCEEDINGS OF THE NATIONAL ACADEMY OF SCIENCES OF THE UNITED STATES OF AMERICA

A Decade of Bioorthogonal Chemistry

(2011) Carolyn R. Bertozzi   ACCOUNTS OF CHEMICAL RESEARCH

Bioorthogonal Chemical Reporters for Analyzing Protein Lipidation and Lipid Trafficking

(2011) Howard C. Hang et al.   ACCOUNTS OF CHEMICAL RESEARCH

Photoinducible Bioorthogonal Chemistry: A Spatiotemporally Controllable Tool to Visualize and Perturb Proteins in Live Cells

(2011) Reyna K. V. Lim et al.   ACCOUNTS OF CHEMICAL RESEARCH

Bioorthogonal Reaction Pairs Enable Simultaneous, Selective, Multi-Target Imaging

(2011) Mark R. Karver et al.   ANGEWANDTE CHEMIE-INTERNATIONAL EDITION

Increasing the Efficacy of Bioorthogonal Click Reactions for Bioconjugation: A Comparative Study

(2011) Christen Besanceney-Webler et al.   ANGEWANDTE CHEMIE-INTERNATIONAL EDITION

Discovery of new photoactivatable diaryltetrazoles for photoclick chemistry via ‘scaffold hopping’

(2011) Zhipeng Yu et al.   BIOORGANIC & MEDICINAL CHEMISTRY LETTERS

Strain-promoted cycloadditions of cyclic nitrones with cyclooctynes for labeling human cancer cells

(2011) Craig S. McKay et al.   CHEMICAL COMMUNICATIONS

Palladium-mediated site-selective Suzuki–Miyaura protein modification at genetically encoded aryl halides

(2011) Christopher D. Spicer et al.   CHEMICAL COMMUNICATIONS

Indium mediated allylation in peptide and protein functionalization

(2011) Jenefer Alam et al.   CHEMICAL COMMUNICATIONS

Ligand-Assisted, Copper(II) Acetate-Accelerated Azide-Alkyne Cycloaddition

(2011) Heather A. Michaels et al.   Chemistry-An Asian Journal

A Bioorthogonal Quadricyclane Ligation

(2011) Ellen M. Sletten et al.   JOURNAL OF THE AMERICAN CHEMICAL SOCIETY

Rapid, Photoactivatable Turn-On Fluorescent Probes Based on an Intramolecular Photoclick Reaction

(2011) Zhipeng Yu et al.   JOURNAL OF THE AMERICAN CHEMICAL SOCIETY

Copper-Free Sonogashira Cross-Coupling for Functionalization of Alkyne-Encoded Proteins in Aqueous Medium and in Bacterial Cells

(2011) Nan Li et al.   JOURNAL OF THE AMERICAN CHEMICAL SOCIETY

Cellular Consequences of Copper Complexes Used To Catalyze Bioorthogonal Click Reactions

(2011) David C. Kennedy et al.   JOURNAL OF THE AMERICAN CHEMICAL SOCIETY

Palladium-Mediated Cell-Surface Labeling

(2011) Christopher D. Spicer et al.   JOURNAL OF THE AMERICAN CHEMICAL SOCIETY

Expanding the Genetic Code of an Animal

(2011) Sebastian Greiss et al.   JOURNAL OF THE AMERICAN CHEMICAL SOCIETY

Experimental Investigation on the Mechanism of Chelation-Assisted, Copper(II) Acetate-Accelerated Azide–Alkyne Cycloaddition

(2011) Gui-Chao Kuang et al.   JOURNAL OF THE AMERICAN CHEMICAL SOCIETY

Diels–Alder Cycloaddition for Fluorophore Targeting to Specific Proteins inside Living Cells

(2011) Daniel S. Liu et al.   JOURNAL OF THE AMERICAN CHEMICAL SOCIETY

The de novo engineering of pyrrolysyl-tRNA synthetase for genetic incorporation of l-phenylalanine and its derivatives

(2011) Yane-Shih Wang et al.   Molecular BioSystems

Palladium-mediated intracellular chemistry

(2011) Rahimi M. Yusop et al.   Nature Chemistry

Exploring isonitrile-based click chemistry for ligation with biomolecules

(2011) Henning Stöckmann et al.   ORGANIC & BIOMOLECULAR CHEMISTRY

Synthesis of a Fluorogenic Cyclooctyne Activated by Cu-Free Click Chemistry

(2011) John C. Jewett et al.   ORGANIC LETTERS

A Metabolic Alkene Reporter for Spatiotemporally Controlled Imaging of Newly Synthesized Proteins in Mammalian Cells

(2010) Wenjiao Song et al.   ACS Chemical Biology

Protein Modification by Strain-Promoted Alkyne-Nitrone Cycloaddition

(2010) Xinghai Ning et al.   ANGEWANDTE CHEMIE-INTERNATIONAL EDITION

Readily Accessible Bicyclononynes for Bioorthogonal Labeling and Three-Dimensional Imaging of Living Cells

(2010) Jan Dommerholt et al.   ANGEWANDTE CHEMIE-INTERNATIONAL EDITION

A Facile System for Genetic Incorporation of Two Different Noncanonical Amino Acids into One Protein inEscherichia coli

(2010) Wei Wan et al.   ANGEWANDTE CHEMIE-INTERNATIONAL EDITION

Bioorthogonal Turn-On Probes for Imaging Small Molecules inside Living Cells

(2010) Neal K. Devaraj et al.   ANGEWANDTE CHEMIE-INTERNATIONAL EDITION

The allylic chalcogen effect in olefin metathesis

(2010) Yuya A Lin et al.   Beilstein Journal of Organic Chemistry

Two-Step Labeling of Endogenous Enzymatic Activities by Diels-Alder Ligation

(2010) Lianne I. Willems et al.   CHEMBIOCHEM

Bioorthogonal chemistry: recent progress and future directions

(2010) Reyna K. V. Lim et al.   CHEMICAL COMMUNICATIONS

Synthesis of Macrocyclic Tetrazoles for Rapid Photoinduced Bioorthogonal 1,3-Dipolar Cycloaddition Reactions

(2010) Zhipeng Yu et al.   CHEMISTRY-A EUROPEAN JOURNAL

Difluorobenzocyclooctyne: Synthesis, Reactivity, and Stabilization by β-Cyclodextrin

(2010) Ellen M. Sletten et al.   JOURNAL OF THE AMERICAN CHEMICAL SOCIETY

A Biosynthetic Route to Photoclick Chemistry on Proteins

(2010) Jiangyun Wang et al.   JOURNAL OF THE AMERICAN CHEMICAL SOCIETY

Olefin Cross-Metathesis on Proteins: Investigation of Allylic Chalcogen Effects and Guiding Principles in Metathesis Partner Selection

(2010) Yuya A. Lin et al.   JOURNAL OF THE AMERICAN CHEMICAL SOCIETY

Biocompatible Copper(I) Catalysts for in Vivo Imaging of Glycans

(2010) David Soriano del Amo et al.   JOURNAL OF THE AMERICAN CHEMICAL SOCIETY

Rapid Cu-Free Click Chemistry with Readily Synthesized Biarylazacyclooctynones

(2010) John C. Jewett et al.   JOURNAL OF THE AMERICAN CHEMICAL SOCIETY

A fluorophore ligase for site-specific protein labeling inside living cells

(2010) C. Uttamapinant et al.   PROCEEDINGS OF THE NATIONAL ACADEMY OF SCIENCES OF THE UNITED STATES OF AMERICA

Fast Alkene Functionalization In Vivo by Photoclick Chemistry: HOMO Lifting of Nitrile Imine Dipoles

(2009) Yizhong Wang et al.   ANGEWANDTE CHEMIE-INTERNATIONAL EDITION

Genetically Encoded Alkenes in Yeast

(2009) Hui-wang Ai et al.   ANGEWANDTE CHEMIE-INTERNATIONAL EDITION

Analysis and Optimization of Copper-Catalyzed Azide–Alkyne Cycloaddition for Bioconjugation

(2009) Vu Hong et al.   ANGEWANDTE CHEMIE-INTERNATIONAL EDITION

Bioorthogonal Chemistry: Fishing for Selectivity in a Sea of Functionality

(2009) Ellen M. Sletten et al.   ANGEWANDTE CHEMIE-INTERNATIONAL EDITION

Enabling olefin metathesis on proteins: chemical methods for installation of S-allyl cysteine

(2009) Justin M. Chalker et al.   CHEMICAL COMMUNICATIONS

Facile synthesis of stapled, structurally reinforced peptide helices via a photoinduced intramolecular 1,3-dipolar cycloaddition reaction

(2009) Michael M. Madden et al.   CHEMICAL COMMUNICATIONS

Nitrones as dipoles for rapid strain-promoted 1,3-dipolar cycloadditions with cyclooctynes

(2009) Craig S. McKay et al.   CHEMICAL COMMUNICATIONS

Aza-dibenzocyclooctynes for fast and efficient enzyme PEGylation via copper-free (3+2) cycloaddition

(2009) Marjoke F. Debets et al.   CHEMICAL COMMUNICATIONS

A Preparatively Convenient Ligand-Free Catalytic PEG 2000 Suzuki−Miyaura Coupling

(2009) Thomas M. Razler et al.   JOURNAL OF ORGANIC CHEMISTRY

Ring Strain Energy in the Cyclooctyl System. The Effect of Strain Energy on [3 + 2] Cycloaddition Reactions with Azides

(2009) Robert D. Bach   JOURNAL OF THE AMERICAN CHEMICAL SOCIETY

Direct Observation of a Photoinduced Nonstabilized Nitrile Imine Structure in the Solid State

(2009) Shao-Liang Zheng et al.   JOURNAL OF THE AMERICAN CHEMICAL SOCIETY

Reactivity and Regioselectivity in 1,3-Dipolar Cycloadditions of Azides to Strained Alkynes and Alkenes: A Computational Study

(2009) Franziska Schoenebeck et al.   JOURNAL OF THE AMERICAN CHEMICAL SOCIETY

A Convenient Catalyst for Aqueous and Protein Suzuki−Miyaura Cross-Coupling

(2009) Justin M. Chalker et al.   JOURNAL OF THE AMERICAN CHEMICAL SOCIETY

Cyclooctyne-based reagents for uncatalyzed click chemistry: A computational survey

(2009) Kimberly Chenoweth et al.   ORGANIC & BIOMOLECULAR CHEMISTRY

Synthesis and Evaluation of Photoreactive Tetrazole Amino Acids

(2009) Yizhong Wang et al.   ORGANIC LETTERS

Apparent Copper(II)-Accelerated Azide−Alkyne Cycloaddition

(2009) Wendy S. Brotherton et al.   ORGANIC LETTERS

A Photoinducible 1,3-Dipolar Cycloaddition Reaction for Rapid, Selective Modification of Tetrazole-Containing Proteins

(2008) Wenjiao Song et al.   ANGEWANDTE CHEMIE-INTERNATIONAL EDITION

A Genetically Encoded Boronate-Containing Amino Acid

(2008) Eric Brustad et al.   ANGEWANDTE CHEMIE-INTERNATIONAL EDITION

Visualizing Metabolically Labeled Glycoconjugates of Living Cells by Copper-Free and Fast Huisgen Cycloadditions

(2008) Xinghai Ning et al.   ANGEWANDTE CHEMIE-INTERNATIONAL EDITION

Activity-Based Protein Profiling: From Enzyme Chemistry to Proteomic Chemistry

(2008) Benjamin F. Cravatt et al.   Annual Review of Biochemistry

Site-Specific Modification ofCandida antarcticaLipase B via Residue-Specific Incorporation of a Non-Canonical Amino Acid

(2008) Sanne Schoffelen et al.   BIOCONJUGATE CHEMISTRY

Tetrazine-Based Cycloadditions: Application to Pretargeted Live Cell Imaging

(2008) Neal K. Devaraj et al.   BIOCONJUGATE CHEMISTRY

Single-Step Azide Introduction in Proteins via an Aqueous Diazo Transfer

(2008) Stijn F. M. van Dongen et al.   BIOCONJUGATE CHEMISTRY

Selective Functionalization of a Genetically Encoded Alkene-Containing Protein via “Photoclick Chemistry” in Bacterial Cells

(2008) Wenjiao Song et al.   JOURNAL OF THE AMERICAN CHEMICAL SOCIETY

Allyl Sulfides Are Privileged Substrates in Aqueous Cross-Metathesis: Application to Site-Selective Protein Modification

(2008) Yuya A. Lin et al.   JOURNAL OF THE AMERICAN CHEMICAL SOCIETY

Second-Generation Difluorinated Cyclooctynes for Copper-Free Click Chemistry

(2008) Julian A. Codelli et al.   JOURNAL OF THE AMERICAN CHEMICAL SOCIETY

A General and Efficient Method for the Site-Specific Dual-Labeling of Proteins for Single Molecule Fluorescence Resonance Energy Transfer

(2008) Eric M. Brustad et al.   JOURNAL OF THE AMERICAN CHEMICAL SOCIETY

Tetrazine Ligation: Fast Bioconjugation Based on Inverse-Electron-Demand Diels−Alder Reactivity

(2008) Melissa L. Blackman et al.   JOURNAL OF THE AMERICAN CHEMICAL SOCIETY

Transition States of Strain-Promoted Metal-Free Click Chemistry:  1,3-Dipolar Cycloadditions of Phenyl Azide and Cyclooctynes

(2008) Daniel H. Ess et al.   ORGANIC LETTERS

Discovery of Long-Wavelength Photoactivatable Diaryltetrazoles for Bioorthogonal 1,3-Dipolar Cycloaddition Reactions

(2008) Yizhong Wang et al.   ORGANIC LETTERS

A Hydrophilic Azacyclooctyne for Cu-Free Click Chemistry

(2008) Ellen M. Sletten et al.   ORGANIC LETTERS

Imaging the glycome

(2008) S. T. Laughlin et al.   PROCEEDINGS OF THE NATIONAL ACADEMY OF SCIENCES OF THE UNITED STATES OF AMERICA

In Vivo Imaging of Membrane-Associated Glycans in Developing Zebrafish

(2008) S. T. Laughlin et al.   SCIENCE