scholarly journals Front Cover: Employing Photoredox Catalysis for DNA-Encoded Chemistry: Decarboxylative Alkylation of α-Amino Acids (ChemMedChem 20/2018)

ChemMedChem ◽  
2018 ◽  
Vol 13 (20) ◽  
pp. 2132-2132 ◽  
Author(s):  
Dominik K. Kölmel ◽  
Richard P. Loach ◽  
Thomas Knauber ◽  
Mark E. Flanagan
Keyword(s):  
Amino Acids ◽  
Photoredox Catalysis ◽  
Front Cover

Recent Advances in Photoredox Catalysis Enabled Functionalization of α-Amino Acids and Peptides: Concepts, Strategies and Mechanisms

Synthesis ◽  
2019 ◽  
Vol 51 (14) ◽  
pp. 2759-2791 ◽  
Author(s):  
Jian-Quan Liu ◽  
Andrey Shatskiy ◽  
Bryan S. Matsuura ◽  
Markus D. Kärkäs
Keyword(s):  
Amino Acids ◽  
Visible Light ◽  
Hypervalent Iodine ◽  
Amino Acid Residues ◽  
Photoredox Catalysis ◽  
Metal Catalysis ◽  
Specific Amino Acid ◽  
Recent Advances ◽  
Redox Active ◽  
Decarboxylative Coupling

The selective modification of α-amino acids and peptides constitutes a pivotal arena for accessing new peptide-based materials and therapeutics. In recent years, visible light photoredox catalysis has appeared as a powerful platform for the activation of small molecules via single-electron transfer events, allowing previously inaccessible reaction pathways to be explored. This review outlines the recent advances, mechanistic underpinnings, and opportunities of applying photoredox catalysis to the expansion of the synthetic repertoire for the modification of specific amino acid residues.1 Introduction2 Visible-Light-Mediated Functionalization of α-Amino Acids2.1 Decarboxylative Functionalization Involving Redox-Active Esters2.2 Direct Decarboxylative Coupling Strategies2.3 Hypervalent Iodine Reagents2.4 Dual Photoredox and Transition-Metal Catalysis2.5 Amination and Deamination Strategies3 Photoinduced Peptide Diversification3.1 Gese-Type Bioconjugation Methods3.2 Peptide Macrocyclization through Photoredox Catalysis3.3 Biomolecule Conjugation through Arylation3.4 C–H Functionalization Manifolds4 Conclusions and Outlook

scholarly journals Front Cover: Evolving the N-Terminal Domain of Pyrrolysyl-tRNA Synthetase for Improved Incorporation of Noncanonical Amino Acids (ChemBioChem 1/2018)

ChemBioChem ◽  
2017 ◽  
Vol 19 (1) ◽  
pp. 1-1 ◽  
Author(s):  
Vangmayee Sharma ◽  
Yu Zeng ◽  
W. Wesley Wang ◽  
Yuchen Qiao ◽  
Yadagiri Kurra ◽  
...  
Keyword(s):  
Amino Acids ◽  
Trna Synthetase ◽  
Noncanonical Amino Acids ◽  
Front Cover ◽  
Terminal Domain

scholarly journals Photoinduced decarboxylative azidation of cyclic amino acids

2019 ◽  
Vol 17 (7) ◽  
pp. 1839-1842 ◽  
Author(s):  
David C. Marcote ◽  
Rosie Street-Jeakings ◽  
Elizabeth Dauncey ◽  
James J. Douglas ◽  
Alessandro Ruffoni ◽  
...  
Keyword(s):  
Amino Acids ◽  
Visible Light ◽  
Photoredox Catalysis ◽  
Cyclic Amino Acids

The direct decarboxylative azidation of cyclic α-amino acids has been achieved via visible light-mediated organo-photoredox catalysis.

Visible-Light-Mediated Synthesis of Oxidized Amides via Organic Photoredox Catalysis

Synthesis ◽  
2018 ◽  
Vol 50 (17) ◽  
pp. 3379-3386 ◽  
Author(s):  
Ting Wang ◽  
Yuliu Du ◽  
Zheng Wei
Keyword(s):  
Amino Acids ◽  
Visible Light ◽  
Functional Groups ◽  
Photoredox Catalysis ◽  
Reaction Conditions

The development of visible-light-mediated synthesis of oxidized amides is reported. The reaction shows a broad substrate scope and highlights a mild nature of the reaction conditions. A range of functional groups are well tolerated in the reaction. Relying on the strategy, a variety of α-alkoxy amino acids are synthesized.

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