Evidence map›Paper›PMID 29632883›Full record

ArticleACS central science2018

Diverse Engineered Heme Proteins Enable Stereodivergent Cyclopropanation of Unactivated Alkenes.

Anders M Knight, S B Jennifer Kan, Russell D Lewis, Oliver F Brandenberg, Kai Chen, Frances H Arnold

Open access · diamondAbstract read
In one paragraph

Article in ACS central science, 2018. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 62 papers.

0numbers the graph read from it
0cells of the map it votes in
62citing papers in PubMed
8.2field-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

62 citing papers in PubMed, 144 citations in OpenAlex.

  1. Article
  2. Borylcyclopropanes: Synthetic Strategies and Applications.Angewandte Chemie (International ed. in English) · 2026
    Review
  3. Article
  4. Article
  5. Article
  6. Article
  7. Enzymatic Stereodivergent Synthesis of Azaspiro[2.y]alkanes.Journal of the American Chemical Society · 2025
    Article
  8. Emergent Mechanisms in Biocatalysis.ACS central science · 2025
    Review
  9. Article
  10. Article
  11. Article
  12. Article
  13. Biocatalytic Synthesis of α-Amino Esters via Nitrene C-H Insertion.Journal of the American Chemical Society · 2024
    Article
  14. Stereospecific Enzymatic Conversion of Boronic Acids to Amines.Journal of the American Chemical Society · 2024
    Article
  15. Article
  16. Review
  17. Review
  18. Article
  19. Article
  20. Enzymatic Nitrogen Incorporation Using Hydroxylamine.Journal of the American Chemical Society · 2023
    Article

2 more citing papers are in PubMed but not listed here.

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 1 institution in 1 country.

Anders M KnightDivision of Biology and Bioengineering and Division of Chemistry and Chemical Engineering, California Institute of Technology, 1200 East California Boulevard, MC 210-41, Pasadena, California 91125, United States.
S B Jennifer KanDivision of Biology and Bioengineering and Division of Chemistry and Chemical Engineering, California Institute of Technology, 1200 East California Boulevard, MC 210-41, Pasadena, California 91125, United States.
Russell D LewisDivision of Biology and Bioengineering and Division of Chemistry and Chemical Engineering, California Institute of Technology, 1200 East California Boulevard, MC 210-41, Pasadena, California 91125, United States.
Oliver F BrandenbergDivision of Biology and Bioengineering and Division of Chemistry and Chemical Engineering, California Institute of Technology, 1200 East California Boulevard, MC 210-41, Pasadena, California 91125, United States.
Kai ChenDivision of Biology and Bioengineering and Division of Chemistry and Chemical Engineering, California Institute of Technology, 1200 East California Boulevard, MC 210-41, Pasadena, California 91125, United States.
Frances H ArnoldDivision of Biology and Bioengineering and Division of Chemistry and Chemical Engineering, California Institute of Technology, 1200 East California Boulevard, MC 210-41, Pasadena, California 91125, United States.
California Institute of Technology · US

Funding

PREDOCTORAL TRAINING IN BIOLOGY AND CHEMISTRYT32GM007616 · NIGMS · CALIFORNIA INSTITUTE OF TECHNOLOGY · PI STERNBERG, PAUL WARREN · 1985 to 2019
$22.9M
NIGMS NIH HHS T32 GM007616
6 · The paper itself

Abstract

Developing catalysts that produce each stereoisomer of a desired product selectively is a longstanding synthetic challenge. Biochemists have addressed this challenge by screening nature's diversity to discover enzymes that catalyze the formation of complementary stereoisomers. We show here that the same approach can be applied to a new-to-nature enzymatic reaction, alkene cyclopropanation via carbene transfer. By screening diverse native and engineered heme proteins, we identified globins and serine-ligated "P411" variants of cytochromes P450 with promiscuous activity for cyclopropanation of unactivated alkene substrates. We then enhanced their activities and stereoselectivities by directed evolution: just 1-3 rounds of site-saturation mutagenesis and screening generated enzymes that transform unactivated alkenes and electron-deficient alkenes into each of the four stereoisomeric cyclopropanes with up to 5,400 total turnovers and 98% enantiomeric excess. These fully genetically encoded biocatalysts function in whole

Identifiers

PMID29632883
PMCPMC5879470
OpenAlexW2786747858

What OpenQuestion holds

Textmetadata
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.