Evidence map›Paper›PMID 35595679›Full record

ArticleAngewandte Chemie (International ed. in English)2022

One-Step Biocatalytic Synthesis of Sustainable Surfactants by Selective Amide Bond Formation.

Max Lubberink, William Finnigan, Christian Schnepel, Christopher R Baldwin, Nicholas J Turner, Sabine L Flitsch

Abstract read
In one paragraph

Article in Angewandte Chemie (International ed. in English), 2022. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 15 papers.

0numbers the graph read from it
0cells of the map it votes in
15citing 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

15 citing papers in PubMed.

  1. Article
  2. Article
  3. Enzymatic Cascades for Stereoselective and Regioselective Amide Bond Assembly.Angewandte Chemie (International ed. in English) · 2025
    Article
  4. Article
  5. Article
  6. Article
  7. Article
  8. Article
  9. The synthesis of fructose-based surfactants.Green chemistry : an international journal and green chemistry resource : GC · 2024
    Article
  10. Review
  11. Enzymatic Fluoromethylation as a Tool for ATP-Independent Ligation.Angewandte Chemie (Weinheim an der Bergstrasse, Germany) · 2024
    Article
  12. Enzymatic Fluoromethylation as a Tool for ATP-Independent Ligation.Angewandte Chemie (International ed. in English) · 2024
    Article
  13. Review
  14. Review
  15. 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

6 authors.

Max LubberinkDepartment of Chemistry, The University of Manchester, Manchester Institute of Biotechnology, 131 Princess Street, Manchester, M1 7DN, UK.
William FinniganDepartment of Chemistry, The University of Manchester, Manchester Institute of Biotechnology, 131 Princess Street, Manchester, M1 7DN, UK.
Christian SchnepelDepartment of Chemistry, The University of Manchester, Manchester Institute of Biotechnology, 131 Princess Street, Manchester, M1 7DN, UK.
Christopher R BaldwinDepartment of Chemistry, The University of Manchester, Manchester Institute of Biotechnology, 131 Princess Street, Manchester, M1 7DN, UK.
Nicholas J TurnerDepartment of Chemistry, The University of Manchester, Manchester Institute of Biotechnology, 131 Princess Street, Manchester, M1 7DN, UK.
Sabine L FlitschDepartment of Chemistry, The University of Manchester, Manchester Institute of Biotechnology, 131 Princess Street, Manchester, M1 7DN, UK.ORCID 0000-0003-3974-646X

Funding

Biotechnology and Biological Sciences Research CouncilEuropean Research Council 742987European Research Council 788231
6 · The paper itself

Abstract

N-alkanoyl-N-methylglucamides (MEGAs) are non-toxic surfactants widely used as commercial ingredients, but more sustainable syntheses towards these compounds are highly desirable. Here, we present a biocatalytic route towards MEGAs and analogues using a truncated carboxylic acid reductase construct tailored for amide bond formation (CARmm-A). CARmm-A is capable of selective amide bond formation without the competing esterification reaction observed in lipase catalysed reactions. A kinase was implemented to regenerate ATP from polyphosphate and by thorough reaction optimisation using design of experiments, the amine concentration needed for amidation was significantly reduced. The wide substrate scope of CARmm-A was exemplified by the synthesis of 24 commercially relevant amides, including selected examples on a preparative scale. This work establishes acyl-phosphate mediated chemistry as a highly selective strategy for biocatalytic amide bond formation in the presence of multiple competing alcohol functionalities.

Indexed as

AminesSurface-Active AgentsAmidesBiocatalysisLipaseAmidesAminesLipaseSurface-Active AgentsAmidesAmino AlcoholsBiocatalysisSurfactantsSustainable Chemistry

Identifiers

PMID35595679
PMCPMC9401052

What OpenQuestion holds

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Registered trials

None linked

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.