Evidence map›Paper›PMID 33555620›Full record

ArticleAngewandte Chemie (International ed. in English)2021

Asymmetric Synthesis of N-Substituted α-Amino Esters from α-Ketoesters via Imine Reductase-Catalyzed Reductive Amination.

Peiyuan Yao, James R Marshall, Zefei Xu, Jesmine Lim, Simon J Charnock, Dunming Zhu, Nicholas J Turner

Abstract read
In one paragraph

Article in Angewandte Chemie (International ed. in English), 2021. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 17 papers.

0numbers the graph read from it
0cells of the map it votes in
17citing papers in PubMed
–field-weighted citation impact
1 · What the graph read from it

What it found

Each row is one number read from the abstract, on the scale the paper reported it, with its interval. Left of the dashed line favours the treatment, right favours the comparator. Under each row is the sentence it came from. New to these charts? A ten-minute tutorial.

The abstract states no effect estimate the extractor could read, or names no intervention and outcome on the map, so this paper lights no cell and moves no belief. It is still indexed, cited and linked below.

2 · The registry

The trial behind it

Trials whose registry record cites this paper, or whose number appears in the abstract. A trial that started after this paper was published is citing it as background, not reporting it.

Neither the registry nor the abstract names a trial number. If this is a trial report, that itself is worth knowing.

3 · Its place in the literature

Who cites it

17 citing papers in PubMed.

  1. Article
  2. Article
  3. Article
  4. Engineered C-N Lyases for Stereoselective Synthesis of Tertiary Amines.Angewandte Chemie (International ed. in English) · 2025
    Article
  5. Molybdenum-Catalyzed Asymmetric Amination of α-Hydroxy Esters: Synthesis of α-Amino Acids.Advanced science (Weinheim, Baden-Wurttemberg, Germany) · 2025
    Article
  6. Review
  7. Biocatalytic Synthesis of α-Amino Esters via Nitrene C-H Insertion.Journal of the American Chemical Society · 2024
    Article
  8. Review
  9. The Impact of Metagenomics on Biocatalysis.Angewandte Chemie (International ed. in English) · 2024
    Review
  10. Article
  11. Article
  12. Article
  13. New Additions to the Arsenal of Biocatalysts for Noncanonical Amino Acid Synthesis.Current opinion in green and sustainable chemistry · 2022
    Article
  14. Review
  15. Review
  16. New Trends and Future Opportunities in the Enzymatic Formation of C-C, C-N, and C-O bonds.Chembiochem : a European journal of chemical biology · 2022
    Review
  17. Article
4 · The record

Corrections and comments

PubMed lists nothing against this paper. Absence here is not a guarantee, only a check that was made.

5 · Who and what money

Authors and funding

7 authors.

Peiyuan YaoDepartment of Chemistry, University of Manchester, Manchester Institute of Biotechnology, 131 Princess Street, Manchester, M1 7DN, UK.ORCID 0000-0003-4029-5985
James R MarshallDepartment of Chemistry, University of Manchester, Manchester Institute of Biotechnology, 131 Princess Street, Manchester, M1 7DN, UK.ORCID 0000-0002-4581-9832
Zefei XuNational Technology Innovation Center of Synthetic Biology, National Engineering Laboratory for Industrial Enzymes and Tianjin Engineering Research Center of Biocatalytic Technology, Tianjin Institute of Industrial Biotechnology, Chinese Academy of Sciences, 32 Xi Qi Dao, Tianjin Airport Economic Area, Tianjin, 300308, P.R. China.
Jesmine LimProzomix Ltd, Building 4, West End Ind. Estate, Haltwhistle, NE49 9HA, UK.
Simon J CharnockProzomix Ltd, Building 4, West End Ind. Estate, Haltwhistle, NE49 9HA, UK.
Dunming ZhuNational Technology Innovation Center of Synthetic Biology, National Engineering Laboratory for Industrial Enzymes and Tianjin Engineering Research Center of Biocatalytic Technology, Tianjin Institute of Industrial Biotechnology, Chinese Academy of Sciences, 32 Xi Qi Dao, Tianjin Airport Economic Area, Tianjin, 300308, P.R. China.
Nicholas J TurnerDepartment of Chemistry, University of Manchester, Manchester Institute of Biotechnology, 131 Princess Street, Manchester, M1 7DN, UK.ORCID 0000-0002-8708-0781

Funding

No grant is acknowledged in the PubMed record.

6 · The paper itself

Abstract

N-Substituted α-amino esters are widely used as chiral intermediates in a range of pharmaceuticals. Here we report the enantioselective biocatalyic synthesis of N-substituted α-amino esters through the direct reductive coupling of α-ketoesters and amines employing sequence diverse metagenomic imine reductases (IREDs). Both enantiomers of N-substituted α-amino esters were obtained with high conversion and excellent enantioselectivity under mild reaction conditions. In addition >20 different preparative scale transformations were performed highlighting the scalability of this system.

Indexed as

AminationAmino AcidsEstersIminesKetonesMolecular StructureOxidation-ReductionOxidoreductasesAmino AcidsEstersIminesKetonesOxidoreductasesbiocatalysischiral aminesimine reductasereductive aminationα-amino acid

Identifiers

PMID33555620
PMCPMC8048798

What OpenQuestion holds

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Registered trials

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Read under generation 80e0d062 · epoch 390. Bibliography from PubMed, PubMed Central and OpenAlex; grants from NIH RePORTER; trial links from ClinicalTrials.gov; estimates, votes and beliefs from the OpenQuestion graph.