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Synfacts 2023; 19(06): 0629
DOI: 10.1055/s-0042-1752676
DOI: 10.1055/s-0042-1752676
Peptide Chemistry
Synthesis of Unnatural Peptides by Deaminative Reductive Cross-Coupling Reactions
Twitty JC,
Hong Y,
Garcia B,
Tsang S,
Liao J,
Schultz DM,
Hanisak J,
Zultanski SL,
Dion A,
*,
Kalyani D,
*,
Watson MP.
*
Merck & Co., Rahway and Kenilworth and University of Delaware, Newark, USA
Diversifying Amino Acids and Peptides via Deaminative Reductive Cross-Couplings Leveraging High-Throughput Experimentation.
J. Am. Chem. Soc. 2023;
145: 5684-5695
DOI: 10.1021/jacs.2c11451
Diversifying Amino Acids and Peptides via Deaminative Reductive Cross-Couplings Leveraging High-Throughput Experimentation.
J. Am. Chem. Soc. 2023;
145: 5684-5695
DOI: 10.1021/jacs.2c11451
Key words
nickel catalysis - deamination - cross-coupling - unnatural peptides - amino acid pyridinium salts
Significance
Modification of peptides on the side chain of amino acid residues is very important in drug discovery and medicinal chemistry. The authors reported a deaminative reductive cross-coupling strategy to arylate the amino acid residues.
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Comment
Various unnatural peptides are synthesized in moderate to good yields. The arylation of their side chains resulted efficiently from preformed amino acid pyridinium salts by using a nickel(II) catalyst.
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Publication History
Article published online:
11 May 2023
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