Evidence map›Paper›PMID 34194704›Full record

ArticleChemical science2021

The mechanism behind enhanced reactivity of unsaturated phosphorus(v) electrophiles towards thiols.

Yerin Park, Alice L Baumann, Hyejin Moon, Stephen Byrne, Marc-André Kasper, Songhwan Hwang, Han Sun, Mu-Hyun Baik, Christian P R Hackenberger

Open access · diamondAbstract read
In one paragraph

Article in Chemical science, 2021. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 13 papers.

0numbers the graph read from it
0cells of the map it votes in
13citing papers in PubMed
1.4field-weighted citation impact, top 21% 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

13 citing papers in PubMed, 24 citations in OpenAlex.

  1. Article
  2. Article
  3. Unsaturated Phosphorus Electrophiles to Probe Protein Tyrosine Phosphatases.Angewandte Chemie (International ed. in English) · 2026
    Article
  4. Modular Vinyl Phosphonamidates for Cysteine-Directed Protein Targeting.Journal of the American Chemical Society · 2026
    Article
  5. Article
  6. Article
  7. Orthogonal Site-Specific Dual Bioconjugation of Aryl and Alkyl Thiols.Journal of the American Chemical Society · 2025
    Article
  8. Article
  9. Glutathione Mediates Control of Dual Differential Bio-orthogonal Labelling of Biomolecules.Angewandte Chemie (Weinheim an der Bergstrasse, Germany) · 2023
    Article
  10. Article
  11. Fast Cysteine Bioconjugation Chemistry.Chemistry (Weinheim an der Bergstrasse, Germany) · 2022
    Article
  12. Article
  13. 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

9 authors at 2 institutions in 3 countries.

Yerin ParkDepartment of Chemistry, Korea Advanced Institute of Science and Technology (KAIST) Daejeon 34141 Republic of Korea mbaik2805@kaist.ac.kr.
Alice L BaumannChemical Biology Department, Leibniz-Forschungsinstitut für Molekulare Pharmakologie (FMP) Robert-Rössle-Strasse 10 13125 Berlin Germany hsun@fmp-berlin.de hackenbe@fmp-berlin.de.ORCID https://orcid.org/0000-0002-2943-8781
Hyejin MoonDepartment of Chemistry, Korea Advanced Institute of Science and Technology (KAIST) Daejeon 34141 Republic of Korea mbaik2805@kaist.ac.kr.
Stephen ByrneChemical Biology Department, Leibniz-Forschungsinstitut für Molekulare Pharmakologie (FMP) Robert-Rössle-Strasse 10 13125 Berlin Germany hsun@fmp-berlin.de hackenbe@fmp-berlin.de.
Marc-André KasperChemical Biology Department, Leibniz-Forschungsinstitut für Molekulare Pharmakologie (FMP) Robert-Rössle-Strasse 10 13125 Berlin Germany hsun@fmp-berlin.de hackenbe@fmp-berlin.de.ORCID https://orcid.org/0000-0001-7742-7465
Songhwan HwangChemical Biology Department, Leibniz-Forschungsinstitut für Molekulare Pharmakologie (FMP) Robert-Rössle-Strasse 10 13125 Berlin Germany hsun@fmp-berlin.de hackenbe@fmp-berlin.de.
Han SunChemical Biology Department, Leibniz-Forschungsinstitut für Molekulare Pharmakologie (FMP) Robert-Rössle-Strasse 10 13125 Berlin Germany hsun@fmp-berlin.de hackenbe@fmp-berlin.de.
Mu-Hyun BaikCenter for Catalytic Hydrocarbon Functionalizations, Institute for Basic Science (IBS) Daejeon 34141 Republic of Korea.ORCID https://orcid.org/0000-0002-8832-8187
Christian P R HackenbergerChemical Biology Department, Leibniz-Forschungsinstitut für Molekulare Pharmakologie (FMP) Robert-Rössle-Strasse 10 13125 Berlin Germany hsun@fmp-berlin.de hackenbe@fmp-berlin.de.ORCID https://orcid.org/0000-0001-7457-4742
Leibniz-Forschungsinstitut für Molekulare Pharmakologie · DEDaejeon University · KR

Funding

No grant is acknowledged in the PubMed record.

6 · The paper itself

Abstract

Vinyl- and ethynyl phosphorus(v) electrophiles are a versatile class of thiol-reactive reagents suitable for cysteine-selective peptide and protein modifications, especially for the generation of antibody conjugates. Herein we investigated the reactivity of various P(v) reagents towards thiol addition. Complementing previous studies, we observed that the heteroatoms X (X = S, O, NH) as well as the vinyl-

Identifiers

PMID34194704
PMCPMC8208129
OpenAlexW3158656388

What OpenQuestion holds

Textmetadata
LicenceCC BY-NC
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.