Evidence map›Paper›PMID 34528657›Full record

ArticleOrganic & biomolecular chemistry2021

Control of RNA with quinone methide reversible acylating reagents.

Hyun Shin Park, Biswarup Jash, Lu Xiao, Yong Woong Jun, Eric T Kool

Open access · greenAbstract read
In one paragraph

Article in Organic & biomolecular chemistry, 2021. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 5 papers.

0numbers the graph read from it
0cells of the map it votes in
5citing papers in PubMed
0.6field-weighted citation impact, top 33% 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

5 citing papers in PubMed, 13 citations in OpenAlex.

  1. Article
  2. Review
  3. Article
  4. Sulfonylation of RNA 2'-OH groups.ACS central science · 2023
    Article
  5. Conjugation of RNAChemical communications (Cambridge, England) · 2022
    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

5 authors at 1 institution in 1 country.

Hyun Shin ParkDepartment of Chemistry, Stanford University, Stanford, CA 94305, USA. kool@stanford.edu.
Biswarup JashDepartment of Chemistry, Stanford University, Stanford, CA 94305, USA. kool@stanford.edu.
Lu XiaoDepartment of Chemistry, Stanford University, Stanford, CA 94305, USA. kool@stanford.edu.ORCID http://orcid.org/0000-0003-1934-4711
Yong Woong JunDepartment of Chemistry, Stanford University, Stanford, CA 94305, USA. kool@stanford.edu.ORCID http://orcid.org/0000-0001-9359-1265
Eric T KoolDepartment of Chemistry, Stanford University, Stanford, CA 94305, USA. kool@stanford.edu.ORCID http://orcid.org/0000-0002-7310-2935
Stanford University · US

Funding

Probing the Transcriptome with Multifunctional Acylation ChemistryR01GM127295 · NIGMS · STANFORD UNIVERSITY · PI KOOL, ERIC T. · 2018 to 2021
$1.3M
NIGMS NIH HHS R01 GM127295
6 · The paper itself

Abstract

Caging RNA by polyacylation (cloaking) has been developed recently as a simple and rapid method to control the function of RNAs. Previous approaches for chemical reversal of acylation (uncloaking) made use of azide reduction followed by amine cyclization, requiring ∼2-4 h for the completion of cyclization. In new studies aimed at improving reversal rates and yields, we have designed novel acylating reagents that utilize quinone methide (QM) elimination for reversal. The QM de-acylation reactions were tested with two bioorthogonally cleavable motifs, azide and vinyl ether, and their acylation and reversal efficiencies were assessed with NMR and mass spectrometry on model small-molecule substrates as well as on RNAs. Successful reversal both with phosphines and strained alkenes was documented. Among the compounds tested, the azido-QM compound A-3 displayed excellent de-acylation efficiency, with

Indexed as

IndolequinonesRNAAcylationAzidesHeLa CellsHumansIndicators and ReagentsMolecular StructureAzidesIndicators and ReagentsIndolequinonesquinone methideRNA

Identifiers

PMID34528657
PMCPMC8609948
OpenAlexW3200473862

What OpenQuestion holds

Textmetadata
LicenceTDM
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.