Evidence map›Paper›PMID 27297777›Full record

ArticleNature communications2016

Highly regio- and enantioselective multiple oxy- and amino-functionalizations of alkenes by modular cascade biocatalysis.

Shuke Wu, Yi Zhou, Tianwen Wang, Heng-Phon Too, Daniel I C Wang, Zhi Li

Open access · goldAbstract read
In one paragraph

Article in Nature communications, 2016. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 42 papers.

0numbers the graph read from it
0cells of the map it votes in
42citing papers in PubMed
12.7field-weighted citation impact, top 1% 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

42 citing papers in PubMed, 175 citations in OpenAlex.

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  15. Enzymatic Nitrogen Insertion into Unactivated C-H Bonds.Journal of the American Chemical Society · 2022
    Article
  16. Review
  17. Nutzung von elektronenarmen Iminiumintermediaten zur Synthese von wertvollen Aminen.Angewandte Chemie (Weinheim an der Bergstrasse, Germany) · 2022
    Article
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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 at 2 institutions in 2 countries.

Shuke WuDepartment of Chemical and Biomolecular Engineering, National University of Singapore, Singapore 117585, Singapore.
Yi ZhouSynthetic Biology for Clinical and Technological Innovation (SynCTI), Life Sciences Institute, National University of Singapore, Singapore 117456, Singapore.
Tianwen WangDepartment of Chemical and Biomolecular Engineering, National University of Singapore, Singapore 117585, Singapore.
Heng-Phon TooSingapore-MIT Alliance, National University of Singapore, Singapore 117583, Singapore.
Daniel I C WangSingapore-MIT Alliance, National University of Singapore, Singapore 117583, Singapore.
Zhi LiDepartment of Chemical and Biomolecular Engineering, National University of Singapore, Singapore 117585, Singapore.
National University of Singapore · SGSingapore-MIT Alliance for Research and Technology · SG

Funding

No grant is acknowledged in the PubMed record.

6 · The paper itself

Abstract

New types of asymmetric functionalizations of alkenes are highly desirable for chemical synthesis. Here, we develop three novel types of regio- and enantioselective multiple oxy- and amino-functionalizations of terminal alkenes via cascade biocatalysis to produce chiral α-hydroxy acids, 1,2-amino alcohols and α-amino acids, respectively. Basic enzyme modules 1-4 are developed to convert alkenes to (S)-1,2-diols, (S)-1,2-diols to (S)-α-hydroxyacids, (S)-1,2-diols to (S)-aminoalcohols and (S)-α-hydroxyacids to (S)-α-aminoacids, respectively. Engineering of enzyme modules 1 &2, 1 &3 and 1, 2 &4 in Escherichia coli affords three biocatalysts over-expressing 4-8 enzymes for one-pot conversion of styrenes to the corresponding (S)-α-hydroxyacids, (S)-aminoalcohols and (S)-α-aminoacids in high e.e. and high yields, respectively. The new types of asymmetric alkene functionalizations provide green, safe and useful alternatives to the chemical syntheses of these compounds. The modular approach for engineering multi-step cascade biocatalysis is useful for developing other new types of one-pot biotransformations for chemical synthesis.

Indexed as

AlkenesAmino AcidsAmino AlcoholsBiocatalysisEscherichia coliModels, ChemicalMolecular StructureStereoisomerismStyrenesAlkenesAmino AcidsAmino AlcoholsStyrenes

Identifiers

PMID27297777
PMCPMC4911676
OpenAlexW2426604790

What OpenQuestion holds

Textmetadata
LicenceCC BY-NC-ND
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.