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Synfacts 2023; 19(06): 0629
DOI: 10.1055/s-0042-1752676
Peptide Chemistry

Synthesis of Unnatural Peptides by Deaminative Reductive Cross-Coupling Reactions

Rezensent(en):
Hisashi Yamamoto
,
An Wu
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
CrossrefPubMedSuche in Google Scholar
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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.


 

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.


 

 

Publikationsverlauf

Artikel online veröffentlicht:
11. Mai 2023

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