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Synfacts 2021; 17(12): 1403
DOI: 10.1055/s-0040-1720005
Peptide Chemistry

Peptide Synthesis by Asymmetric Transamination of α-Keto Amides

Contributor(s):
Hisashi Yamamoto
,
An Wu
Cai W, Qiao X, Zhang H, Li B, Guo J, Zhang L, Chen W.-W, Zhao B. * Shanghai Normal University, P. R. of China
Asymmetric Biomimetic Transamination of α-Keto Amides to Peptides.

Nat. Commun. 2021;
12
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Key words

transamination - organocatalysis - asymmetric catalysis - keto amides - peptides

Significance

Peptide synthesis is important in drug discovery and medicinal chemistry. The authors have developed an asymmetric transamination method for synthesizing peptides from α-keto amides.


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Comment

By using an N-quaternized axially chiral pyridoxamine as a catalyst, a wide range of dipeptides can be synthesized from α-keto amides in good to excellent yields. This transamination method can also be applied in peptide elongation to synthesize peptide chains containing unnatural amino acids.


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Publication History

Article published online:
17 November 2021

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