Category
Topics in biochemistry
Related publications (79)
Novel Alkynylation Methods through the Combination of Hypervalent Iodine Reagents and Alkynyl-trifluoroborate Salts
The alkyne motif is a versatile functional group often encountered in organic chemistry. It can be involved in various transformations such as the alkyne-azide cycloaddition and has found widespread application in medicinal chemistry, chemical biology and ...
EPFL2024Functionalization of harmonic nanoparticles for drug release and multimodal imaging applications
Cancer is among the leading causes of death worldwide, and as knowledge of the disease continues to grow there is an increasing interest towards precision medicine: more specifically towards the theranostics field, i.e the development of targeted molecular ...
EPFL2024Augmenting large language models with chemistry tools
Philippe Schwaller, Oliver Tobias Schilter, Andres Camilo Marulanda Bran, Carlo Baldassari
Large language models (LLMs) have shown strong performance in tasks across domains but struggle with chemistry-related problems. These models also lack access to external knowledge sources, limiting their usefulness in scientific applications. We introduce ...
Nature Portfolio2024Terminal Alkynes as One-Carbon Donors in [5+1] Heteroannulation: Synthesis of Pyridines via Ynimine Intermediates and Application in the Total Synthesis of Anibamine B
Qian Wang, Jieping Zhu, Rémi Hugo Lavernhe
Transition-metal-catalyzed [4+2] heteroannulation of alpha,beta-unsaturated oximes and their derivatives with alkynes has been developed into a powerful strategy for the synthesis of pyridines. It nevertheless lacks regioselectivity when unsymmetrically su ...
WILEY-V C H VERLAG GMBH2023Head‐to‐Tail Dimerization of N‐Heterocyclic Diazoolefins
Rosario Scopelliti, Kay Severin, Farzaneh Fadaei Tirani, Andrzej Sienkiewicz, Tak Hin Wong, Zhaowen Dong, Paul Varava, Anastasia Gitlina, Wolfram Feuerstein
The head-to-tail dimerization of N-heterocyclic diazoolefins is described. The products of these formal (3+3) cycloaddition reactions are strongly reducing quinoidal tetrazines. Oxidation of the tetrazines occurs in a stepwise fashion, and we were able to ...
2023Synthesis and application of bifunctional hypervalent iodine reagents for peptide modification.
Protein-protein interactions (PPIs) are responsible for regulating many biological processes in human bodies. PPIs often have a large binding site and often interact through an alpha helical segment. Therefore, the inhibition of PPIs can be difficult using ...
EPFL2023Hypervalent Iodine: New Reagents and Functionalization of Peptides
Alkynes are found in a multitude of natural or synthetic bioactive compounds. In addition to the capacity of these chemical motifs to impact the physicochemical properties of a molecule of interest, the well-established reactivity of alkynes makes them ...
Synthesis and Applications of Ynimines and Enantioselective Total Synthesis of Artatrovirenol A
The first chapter of this thesis describe the development of a general synthesis of ynimines, an under-exploited motif in organic chemistry. In the presence of an inexpensive copper catalyst and 2,2'-biquinoline, reaction of easily accessible O-acyloximes ...
EPFL2023N-Terminal Selective C-H Azidation of Proline-Containing Peptides: a Platform for Late-Stage Diversification
Jérôme Waser, Raphaël Michel Henri Simonet-Davin, Emmanuelle Madeline Dominique Allouche
A methodology for the C-H azidation of N-terminal proline-containing peptides was developed employing only commercially available reagents. Peptides bearing a broad range of functionalities and containing up to 6 amino acids were selectively azidated at th ...
WILEY-V C H VERLAG GMBH2022Asymmetric azide-alkyne Huisgen cycloaddition on chiral metal surfaces
Harald Brune, Roland Hany, Roland Widmer, Michael Bauer, Samuel Thomas Stolz
Achieving fundamental understanding of enantioselective heterogeneous synthesis is marred by the permanent presence of multitudinous arrangements of catalytically active sites in real catalysts. In this study, we address this issue by using structurally co ...
NATURE RESEARCH2021