ArticleNature communications2021
Asymmetric biomimetic transamination of α-keto amides to peptides.
Article in Nature communications, 2021. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 10 papers.
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Who cites it
10 citing papers in PubMed, 37 citations in OpenAlex.
- Asymmetric biomimetic transamination of α-keto phosphonates enabled by chiral pyridoxamines and synergistic solvent.Nature communications · 2026Article
- Bio-inspired manganese-catalyzed deaminative hydroxylation of benzyl amines to corresponding alcohols.Nature communications · 2025Article
- Molybdenum-Catalyzed Asymmetric Amination of α-Hydroxy Esters: Synthesis of α-Amino Acids.Advanced science (Weinheim, Baden-Wurttemberg, Germany) · 2025Article
- Pyridoxal-Inspired Photo-Decarboxylase Catalysis: Photochemical Decarboxylation of Unprotected Amino Acids.Angewandte Chemie (International ed. in English) · 2025Article
- Enantioselective organocatalytic strategies to access noncanonical α-amino acids.Chemical science · 2024Review
- Silver-Catalyzed Decarboxylative Acylation of Isocyanides Accesses to α-Ketoamides with Air as a Sole Oxidant.Molecules (Basel, Switzerland) · 2023Article
- Going Full Circle with Organocatalysis and Biocatalysis: The Latent Potential of Cofactor Mimics in Asymmetric Synthesis.The Journal of organic chemistry · 2023Review
- The potential of converting carbon dioxide to food compoundsNanoscale advances · 2023Review
- Direct Activation of the C(spJournal of the American Chemical Society · 2023Article
- Prebiotic synthesis of α-amino acids and orotate from α-ketoacids potentiates transition to extant metabolic pathways.Nature chemistry · 2022Article
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Authors and funding
8 authors at 1 institution in 1 country.
Funding
No grant is acknowledged in the PubMed record.
Abstract
Peptides are important compounds with broad applications in many areas. Asymmetric transamination of α-keto amides can provide an efficient strategy to synthesize peptides, however, the process has not been well developed yet and still remains a great challenge in both enzymatic and catalytic chemistry. For biological transamination, the high activity is attributed to manifold structural and electronic factors of transaminases. Based on the concept of multiple imitation of transaminases, here we report N-quaternized axially chiral pyridoxamines 1 for enantioselective transamination of α-keto amides, to produce various peptides in good yields with excellent enantio- and diastereoselectivities. The reaction is especially attractive for the synthesis of peptides made of unnatural amino acids since it doesn't need great efforts to make chiral unnatural amino acids before amide bond formation.
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