Functionalization of Aromatic Amino Acids via Direct C− H Activation: Generation of Versatile Building Blocks for Accessing Novel Peptide Space

FM Meyer, S Liras, A Guzman-Perez, C Perreault… - Organic …, 2010 - ACS Publications
Functionalized α-amino acid building blocks have been prepared in good yield with high
regiocontrol and preservation of stereochemistry via iridium-catalyzed borylation of suitably …

Rhodium (III)-catalyzed C–H alkenylation: Access to maleimide-decorated tryptophan and tryptophan-containing peptides

J Peng, C Li, M Khamrakulov, J Wang, H Liu - Organic letters, 2020 - ACS Publications
Maleimide is widely applied in many fields, especially in antibody–drug conjugations and
peptide drugs. Herein, we develop a strategy for the C–H alkenylation of tryptophan and …

Organometallic palladium reagents for cysteine bioconjugation

EV Vinogradova, C Zhang, AM Spokoyny, BL Pentelute… - Nature, 2015 - nature.com
Reactions based on transition metals have found wide use in organic synthesis, in particular
for the functionalization of small molecules,. However, there are very few reports of using …

Cytochrome P450Blt Enables Versatile Peptide Cyclisation to Generate Histidine‐ and Tyrosine‐Containing Crosslinked Tripeptide Building Blocks

Y Zhao, E Marschall, M Treisman… - Angewandte Chemie …, 2022 - Wiley Online Library
We report our investigation of the utility of peptide crosslinking cytochrome P450 enzymes
from biarylitide biosynthesis to generate a range of cyclic tripeptides from simple synthons …

Macrocyclization of peptidoarylacetamides with self-assembly properties through late-stage palladium-catalyzed C(sp2)▬H olefination

J Tan, J Wu, S Liu, H Yao, H Wang - Science Advances, 2019 - science.org
Peptide macrocycles often display diverse bioactivities and self-assembly properties, which
lead to a variety of applications in medicinal and material sciences. Transition metal …

[HTML][HTML] Synthesis of heterobifunctional protein fusions using copper-free click chemistry and the aldehyde tag

JE Hudak, RM Barfield, GW de Hart… - … (International ed. in …, 2012 - ncbi.nlm.nih.gov
Heterobifunctional protein fusions are gaining interest as next-generation
biopharmaceuticals.[1–5] Combining proteins with disparate functions can enable multidrug …

Peptide modification and cyclization via transition-metal catalysis

LR Malins - Current Opinion in Chemical Biology, 2018 - Elsevier
Highlights•Advances in transition-metal-mediated peptide modification and cyclization.•
Heteroatom coupling strategies facilitate Cys, Lys, and backbone N–H arylation.• …

New peptide architectures through C–H activation stapling between tryptophan–phenylalanine/tyrosine residues

L Mendive-Tapia, S Preciado, J García… - Nature …, 2015 - nature.com
Natural peptides show high degrees of specificity in their biological action. However, their
therapeutical profile is severely limited by their conformational freedom and metabolic …

Environment-sensitive fluorescent turn-on probes targeting hydrophobic ligand-binding domains for selective protein detection.

YD Zhuang, PY Chiang, CW Wang… - Angewandte …, 2013 - search.ebscohost.com
Protein-specific detection or imaging is important in medical diagnosis to detect protein
biomarkers, as well as in biology to investigate cellular processes. Small-molecule …

Aqueous oxidative heck reaction as a protein‐labeling strategy

ME Ourailidou, JY van der Meer, BJ Baas… - …, 2014 - Wiley Online Library
An increasing number of chemical reactions are being employed for bio‐orthogonal ligation
of detection labels to protein‐bound functional groups. Several of these strategies, however …