Evidence map›Paper›PMID 33636075›Full record

ArticleThe Journal of organic chemistry2021

Chain Entropy Beats Hydrogen Bonds to Unfold and Thread Dialcohol Phosphates inside Cyanostar Macrocycles To Form [3]Pseudorotaxanes.

Rachel E Fadler, Abdelaziz Al Ouahabi, Bo Qiao, Veronica Carta, Niklas F König, Xinfeng Gao, Wei Zhao, Yankai Zhang, Jean-François Lutz, Amar H Flood

Open access · greenAbstract read
In one paragraph

Article in The Journal of organic chemistry, 2021. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 4 papers.

0numbers the graph read from it
0cells of the map it votes in
4citing papers in PubMed
0.8field-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

4 citing papers in PubMed, 13 citations in OpenAlex.

  1. Article
  2. Article
  3. Review
  4. Self-Assembly of Stimuli-Responsive [2]Rotaxanes by Amidinium Exchange.Journal of the American Chemical Society · 2021
    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

10 authors at 2 institutions in 2 countries.

Rachel E FadlerDepartment of Chemistry, Indiana University, Bloomington, Indiana 47405, United States.ORCID 0000-0002-2565-6618
Abdelaziz Al OuahabiUniversité de Strasbourg, CNRS, Institut Charles Sadron UPR22, Strasbourg, 67034, France.ORCID 0000-0002-3552-5443
Bo QiaoDepartment of Chemistry, Indiana University, Bloomington, Indiana 47405, United States.ORCID 0000-0001-6137-3239
Veronica CartaDepartment of Chemistry, Indiana University, Bloomington, Indiana 47405, United States.ORCID 0000-0001-8089-8436
Niklas F KönigUniversité de Strasbourg, CNRS, Institut Charles Sadron UPR22, Strasbourg, 67034, France.ORCID 0000-0002-9293-3734
Xinfeng GaoDepartment of Chemistry, Indiana University, Bloomington, Indiana 47405, United States.ORCID 0000-0001-6821-5188
Wei ZhaoDepartment of Chemistry, Indiana University, Bloomington, Indiana 47405, United States.ORCID 0000-0001-8941-3044
Yankai ZhangUniversité de Strasbourg, CNRS, Institut Charles Sadron UPR22, Strasbourg, 67034, France.
Jean-François LutzUniversité de Strasbourg, CNRS, Institut Charles Sadron UPR22, Strasbourg, 67034, France.ORCID 0000-0002-3893-2458
Amar H FloodDepartment of Chemistry, Indiana University, Bloomington, Indiana 47405, United States.ORCID 0000-0002-2764-9155
Indiana University Bloomington · USCentre National de la Recherche Scientifique · FR

Funding

Graduate Training Program in Quantitative and Chemical Biology at Indiana University BloomingtonT32GM131994 · NIGMS · TRUSTEES OF INDIANA UNIVERSITY · PI JARED C LEWIS · 2019 to 2026
$2.4M
Graduate Program in Quantitative and Chemical Biology at Indiana University BloomT32GM109825 · NIGMS · TRUSTEES OF INDIANA UNIVERSITY · PI GIEDROC, DAVID P. · 2014 to 2018
$926k
NIGMS NIH HHS T32 GM109825NIGMS NIH HHS T32 GM131994
6 · The paper itself

Abstract

The recognition of substituted phosphates underpins many processes including DNA binding, enantioselective catalysis, and recently template-directed rotaxane synthesis. Beyond ATP and a few commercial substrates, however, little is known about how substituents effect organophosphate recognition. Here, we examined alcohol substituents and their impact on recognition by cyanostar macrocycles. The organophosphates were disubstituted by alcohols of various chain lengths, dipropanol, dihexanol, and didecanol phosphate, each accessed using modular solid-phases syntheses. Based on the known size-selective binding of phosphates by π-stacked dimers of cyanostars, threaded [3]pseudorotaxanes were anticipated. While seen with butyl substituents, pseudorotaxane formation was disrupted by competitive OH···O

Indexed as

RotaxanesEntropyHydrogen BondingMolecular ConformationPhosphatesPhosphatesRotaxanes

Identifiers

PMID33636075
PMCPMC8063573
OpenAlexW3133203522

What OpenQuestion holds

Textmetadata
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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.