Publication

Ethynylation of Cysteine Residues: From Peptides to Proteins in Vitro and in Living Cells

Publications associées (30)

Investigations of the Chemistry of 1-Alkynyltriazenes

The chemistry of aromatic triazenes is well known, and has been explored for more than a century. These compounds have emerged as very useful intermediates, because of their unique reactivity. This functionality can notably be used to access many other fun ...

EPFL2018

Can Biomimetic Zinc Compounds Assist a (3 + 2) Cycloaddition Reaction? A Theoretical Perspective

Ursula Röthlisberger, Esra Bozkurt

Compounds bearing tetrazole rings are valuable facets in numerous branches of chemistry including metabolic imaging and the production of drugs and high-energy materials. Synthesis of tetrazoles with the help of organocatalysts has intensively been explore ...

2017

Synthesis of cyclic peptide disulfide-PHPMA conjugates via sequential active ester aminolysis and CuAAC coupling

Harm-Anton Klok

Cyclic peptide disulfides (CXC) are an important class of biomolecules. The conjugation of cyclic peptide disulfides to synthetic polymers, however, is often difficult due to the presence of the disulfide bond combined with other potentially reactive side ...

Royal Society of Chemistry2016

Synthesis of Alkynylated Heterocycles by Direct C-H Alkynylation or Domino Alkynylation Reactions

Yifan Li

Heterocycles are important compounds in organic chemistry. To introduce functional groups on heterocycles or synthesize functionalized heterocycles stays a hot topic of research. Among all the functional groups, alkynes attracted a lot of attention not onl ...

EPFL2016

A method for building a structure containing living cells

Matthias Lütolf, Andrea Negro

A composition comprising a first material and a second material, wherein said first material is cross-linkable by a first cross- linking reaction and said second material is cross-linkable by a second cross-linking reaction, wherein said first cross-linkin ...

2016

Switchable [3+2] and [4+2] Heteroannulation of Primary Propargylamines with Isonitriles to Imidazoles and 1,6-Dihydropyrimidines: Catalyst Loading Enabled Reaction Divergence

Qian Wang, Jieping Zhu, Shuo Tong

Isonitrile 1 due to its carbene-like reactivity serves generally as a one-carbon synthon in a diverse set of organic transformations. We report in this article that the isocyano group can also act as a polarized triple bond to undergo, as a two-atom syntho ...

Wiley-Blackwell2016

Fluorogenic Probes for Multicolor Imaging in Living Cells

Kai Johnsson, Luc Reymond, Grazvydas Lukinavicius, Olivier Vincent Sallin, Keitaro Umezawa

Here we present a far-red, silicon-rhodamine-based fluorophore (SiR700) for live-cell multicolor imaging. SiR700 has excitation and emission maxima at 690 nm and 715 nm, respectively. SiR700-based probes for F-actin, microtubules, lysosomes and SNAP-tag ar ...

American Chemical Society2016

Site-Specific Glycoconjugation of Protein via Bioorthogonal Tetrazine Cycloaddition with a Genetically Encoded trans-Cyclooctene or Bicyclononyne

Lin Xue

Efficient access to proteins modified site-specifically with glycans is important in glycobiology and for therapeutic applications. Herein, we report a biocompatible protein glycoconjugation by inverse demand Diels-Alder reaction between tetrazine and tran ...

American Chemical Society2015

Proteome-Wide Profiling of Targets of Cysteine reactive Small Molecules by Using Ethynyl Benziodoxolone Reagents

Jérôme Waser, Chao Wang, Reto Frei, Durga Prasada Rao Hari

In this study, we present a highly efficient method for proteomic profiling of cysteine residues in complex proteomes and in living cells. Our method is based on alkynylation of cysteines in complex proteomes using a clickable alkynyl benziodoxolone bearin ...

Wiley-Blackwell2015

Nickel(0)-Catalyzed Enantioselective Annulations of Alkynes and Arylenoates Enabled by a Chiral NHC Ligand: Efficient Access to Cyclopentenones

Nicolai Cramer, Pavel Alexandrovich Donets, Joachim Sven Ernst Ahlin

Cyclopentenones are versatile structural motifs of natural products as well as reactive synthetic intermediates. The nickel-catalyzed reductive [3+2] cycloaddition of alpha,beta-unsaturated aromatic esters and alkynes constitutes an efficient method for th ...

Wiley-Blackwell2014