Evidence map›Paper›PMID 33529432›Full record

ArticleAngewandte Chemie (International ed. in English)2021

Chromoselective Photocatalysis Enables Stereocomplementary Biocatalytic Pathways*.

Luca Schmermund, Susanne Reischauer, Sarah Bierbaumer, Christoph K Winkler, Alba Diaz-Rodriguez, Lee J Edwards, Selin Kara, Tamara Mielke, Jared Cartwright, Gideon Grogan and 2 more

Open access · hybridAbstract 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 15 papers.

0numbers the graph read from it
0cells of the map it votes in
15citing papers in PubMed
3.3field-weighted citation impact, top 7% of its field
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, 81 citations in OpenAlex.

  1. Article
  2. Article
  3. Article
  4. Article
  5. Light-driven biocatalytic oxidation.Chemical science · 2022
    Review
  6. Article
  7. Article
  8. Article
  9. Article
  10. Article
  11. Article
  12. Controlling Chemoselectivity of Catalytic Hydroboration with Light.Angewandte Chemie (International ed. in English) · 2022
    Article
  13. Article
  14. Chromoselective Photocatalysis Enables Stereocomplementary Biocatalytic Pathways*.Angewandte Chemie (International ed. in English) · 2021
    Article
  15. Review
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

12 authors at 5 institutions in 4 countries.

Luca SchmermundInstitute of Chemistry, Department of Organic and Bioorganic Chemistry, University of Graz, NAWI Graz, BioTechMed Graz, Heinrichstrasse 28, 8010, Graz, Austria.ORCID 0000-0002-5820-2647
Susanne ReischauerDepartment of Biomolecular Systems, Max Planck Institute of Colloids and Interfaces, Am Mühlenberg1, 14476, Potsdam, Germany.
Sarah BierbaumerInstitute of Chemistry, Department of Organic and Bioorganic Chemistry, University of Graz, NAWI Graz, BioTechMed Graz, Heinrichstrasse 28, 8010, Graz, Austria.
Christoph K WinklerInstitute of Chemistry, Department of Organic and Bioorganic Chemistry, University of Graz, NAWI Graz, BioTechMed Graz, Heinrichstrasse 28, 8010, Graz, Austria.ORCID 0000-0003-3068-9817
Alba Diaz-RodriguezChemical Development, Medicinal Science and Technology, Pharma R&D, GlaxoSmithKline Medicines Research Centre, Gunnels Wood Road, Stevenage, SG1 2NY, UK.
Lee J EdwardsChemical Development, Medicinal Science and Technology, Pharma R&D, GlaxoSmithKline Medicines Research Centre, Gunnels Wood Road, Stevenage, SG1 2NY, UK.
Selin KaraDepartment of Engineering, Biological and Chemical Engineering, Biocatalysis and Bioprocessing Group, Aarhus University, Gustav Wieds Vej 10, 8000, Aarhus, Denmark.
Tamara MielkeDepartment of Chemistry, University of York, Heslington, York, YO10 5DD, UK.
Jared CartwrightDepartment of Chemistry, University of York, Heslington, York, YO10 5DD, UK.
Gideon GroganDepartment of Chemistry, University of York, Heslington, York, YO10 5DD, UK.
Bartholomäus PieberDepartment of Biomolecular Systems, Max Planck Institute of Colloids and Interfaces, Am Mühlenberg1, 14476, Potsdam, Germany.ORCID 0000-0001-8689-388X
Wolfgang KroutilInstitute of Chemistry, Department of Organic and Bioorganic Chemistry, University of Graz, NAWI Graz, BioTechMed Graz, Heinrichstrasse 28, 8010, Graz, Austria.ORCID 0000-0002-2151-6394
University of Graz · ATUniversity of York · GBGlaxoSmithKline (United Kingdom) · GBMax Planck Institute of Colloids and Interfaces · DEAarhus University · DK

Funding

Austrian Science Fund FWF DOC 46
6 · The paper itself

Abstract

Controlling the selectivity of a chemical reaction with external stimuli is common in thermal processes, but rare in visible-light photocatalysis. Here we show that the redox potential of a carbon nitride photocatalyst (CN-OA-m) can be tuned by changing the irradiation wavelength to generate electron holes with different oxidation potentials. This tuning was the key to realizing photo-chemo-enzymatic cascades that give either the (S)- or the (R)-enantiomer of phenylethanol. In combination with an unspecific peroxygenase from Agrocybe aegerita, green light irradiation of CN-OA-m led to the enantioselective hydroxylation of ethylbenzene to (R)-1-phenylethanol (99 % ee). In contrast, blue light irradiation triggered the photocatalytic oxidation of ethylbenzene to acetophenone, which in turn was enantioselectively reduced with an alcohol dehydrogenase from Rhodococcus ruber to form (S)-1-phenylethanol (93 % ee).

Indexed as

AcetophenonesAgrocybeAlcohol DehydrogenaseBenzene DerivativesCatalysisLightMixed Function OxygenasesMolecular StructureNitrilesOxidation-ReductionPhenylethyl AlcoholPhotochemical ProcessesRhodococcusStereoisomerismacetophenoneAcetophenonesAlcohol DehydrogenaseBenzene DerivativescyanogenethylbenzeneMixed Function OxygenasesNitrilesperoxygenasePhenylethyl Alcoholcarbon nitridesC−H activationchromoselectivityphotobiocatalysisunspecific peroxygenases

Identifiers

PMID33529432
PMCPMC8048449
OpenAlexW3128139279

What OpenQuestion holds

Textmetadata
LicenceCC BY
Read underepoch 390

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.