Publication

Methyltransferase-Directed Labeling of Biomolecules and its Applications

Publications associées (18)

Development of Hetero-Vinylbenziodoxolone Reagents for Applications in Synthetic Methodology and Biomolecule Functionalization

Among the numerous existing chemical motifs, alkenes, alkynes, enol ethers and enamides, with an unsaturated carbon-carbon bond, are versatile functional groups that are found in many natural products and bioactive compounds. They are widely used as valuab ...

EPFL2023

Synthetic Studies toward Amanita Phalloides Toxins

Philipp Georg Werner Seeberger

Amatoxins are ribosomally synthesized and post-translationally modified bicyclic octapeptides biosynthesized by the deadly basidiomycete fungus Amanita phalloides. Amongst this group, alpha-amanitin is the most widely known toxin and is currently under inv ...

EPFL2020

Development of Photocatalysts towards the Visible-Light driven C-Terminal Bioconjugation of Peptides and Proteins

Marion Marie-Agnès Garreau

If small molecules have led to tremendous progress in curing diseases, new therapeutic agents such as peptides or antibody-drugs conjugates have emerged as a highly promising next generation of pharmaceuticals. As for small molecules, their derivatization ...

EPFL2020

"Doubly Orthogonal" Labeling of Peptides and Proteins

Jérôme Waser, Nora Guidotti, Beat Fierz, Romain Gaëtan Tessier, Raphaël Michel Henri Simonet-Davin

Herein, we report a cysteine bioconjugation methodology for the introduction of hypervalent iodine compounds onto biomolecules. Ethynylbenziodoxolones (EBXs) engage thiols in small organic molecules and cysteine-containing peptides and proteins in a fast a ...

2019

Decarboxylative C(sp3 )−O Cross-Coupling

Xile Hu, Jonathan Balon, Runze Mao

Alkyl aryl ethers are an important class of compounds in medicinal and agricultural chemistry. Catalytic C(sp3)−O cross‐coupling of alkyl electrophiles with phenols is an unexplored disconnection strategy to the synthesis of alkyl aryl ethers, with the pot ...

Wiley-VCH Verlag GmbH2018

Cross-Coupling of Alkyl Redox-Active Esters with Benzophenone Imines: Tandem Photoredox and Copper Catalysis

Xile Hu, Jonathan Balon, Runze Mao

Alkyl amines are an important class of organic compounds in medicinal and materials chemistry. Until now very have been very few methods for the synthesis of alkyl amines by metal‐catalyzed cross‐coupling of alkyl electrophiles with nitrogen nucleophiles. ...

Wiley-VCH Verlag GmbH2018

Protection Group Effects During α,γ-Diol Lignin Stabilization Promote High-Selectivity Monomer Production

Jeremy Luterbacher, Christopher Marc Hunston, Masoud Talebi Amiri, Wu Lan

Protection groups were introduced during biomass pretreatment to stabilize lignin's α,γ-diol group during its extraction and prevent its condensation. Acetaldehyde and propionaldehyde stabilized the α,γ-diol without any aromatic ring alkylation, which sign ...

Wiley-VCH Verlag GmbH2018

Construction of a low temperature STM and studies of large molecular systems

Daniel Pablo Rosenblatt

Several aspects in the field of molecular self assembly are addressed in this thesis. Thanks to the scanning tunnelling microscope (STM), structural, electronic and magnetic properties on surfaces can be studied down to the size of a single atom. In this t ...

EPFL2016

Bioinspired Selective Surface Deposition of Fragrance Delivery Systems

Kemal Arda Günay

The perception of pleasantness in many of the consumer goods is provided by volatile chemical compounds called fragrances. While the volatility of fragrances is essential to provide a pleasant olfactory response, it presents at the same time a technologi ...

EPFL2016

Nickel-Catalyzed Direct Alkylation of Terminal Alkynes at Room Temperature: A Hemilabile Pincer Ligand Enhances Catalytic Activity

Rosario Scopelliti, Pablo Marcelo Perez Garcia, Xile Hu, Peng Ren

Direct coupling of alkyl halides with terminal alkynes provides an efficient and streamlined access to alkyl-substituted alkynes, which are important synthetic intermediates, biologically active molecules, and organic materials. However, until now,there ha ...

American Chemical Society2015

Conversion of chitin derived N-acetyl-D-glucosamine (NAG) into polyols over transition metal catalysts and hydrogen in water

Ning Yan, Felix Daniel Bobbink, Xi Chen

N-Acetyl-D-glucosamine (NAG), the monomer of the world's second most abundant biopolymer chitin, has been for the first time converted to its corresponding amide/amino substituted sugar alcohols, smaller C2-4 polyols and N-acetylmonoethanolamine (NMEA), ov ...

Royal Soc Chemistry2015

Peptide-Polymer Conjugates for Therapeutic Applications

Ana Maria Raduta

Over the last ten years the attention of the pharmaceutical industry has shifted away from small molecules to focus on new biologics such as antibodies, proteins and therapeutic peptides. Herein, peptides have emerged as a particularly interesting category ...

EPFL2015

Azidation of beta-Keto Esters and Silyl Enol Ethers with a Benziodoxole Reagent

Jérôme Waser, Maria Victoria Vita

The efficient azidation of beta-keto esters and silyl enol ethers using a benziodoxole-derived azide transfer reagent is reported. The azidation of cyclic beta-keto esters could be achieved in up to quantitative yields in the absence of any catalyst. In th ...

American Chemical Society2013

Synthesis of C-linked Disaccharides and Analogues as Biomimetics of the TF Epitope

Maria Kolympadi

Glycoproteins and glycolipids are major components of the outer surface of mammalian cells. Their carbohydrate moieties, which are directed into the outer environment, serve as ligands for receptor proteins, such as lectins, pathogen proteins and antibodie ...

EPFL2011

Design, Synthesis and Characterization of New Nanoparticle Stabilizers and Their Application in Catalysis

Ilaria Biondi

In recent years, a strong emphasis in research towards creating sustainable and environmental friendly chemical processes has propelled the development of novel types of catalytic systems that combine advantages from homogeneous and heterogeneous processes ...

EPFL2011

Peptide/Protein−Synthetic Polymer Conjugates: Quo vadis

Harm-Anton Klok

Peptide/protein-synthetic polymer conjugates, which covalently combine one or more copies of a peptide sequence or protein with one or more synthetic polymer elements. offer unique possibilities to integrate the properties and functions of bio(macro)molecu ...

American Chemical Society2009

Peptide/protein – polymer conjugates: synthetic strategies and design concepts

Harm-Anton Klok, Marc Gauthier

This feature article provides a compilation of tools available for preparing well-defined peptide/protein–polymer conjugates, which are defined as hybrid constructs combining (i) a defined number of peptide/protein segments with uniform chain lengths and d ...

Royal Society of Chemistry2008

Polyphenylene dendrimers as scaffolds for shape-persistent multiple peptide conjugates

Harm-Anton Klok

The present work describes synthetic concepts for the coupling of peptides to polyphenylene dendrimers (PPDs). Novel functionalized cyclopentadienones have been synthesized whose Diels-Alder cycloaddition with various core molecules leads to polyphenylene ...

2005