Evidence map›Paper›PMID 33369429›Full record

ArticleThe Journal of organic chemistry2021

Design, Synthesis, and Evaluation of a Luminescent Cholesterol Mimic.

Emily M Work, Guillermo Ferraudi, Luke Kiefer, Gang Liu, Michael Grigalunas, Atul Bhardwaj, Rasmin Kaur, Janel M Dempsey, Daniel Wüstner, Paul Helquist and 1 more

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 1 paper.

0numbers the graph read from it
0cells of the map it votes in
1citing papers in PubMed
0.2field-weighted citation impact, top 48% 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

1 citing paper in PubMed, 3 citations in OpenAlex.

  1. 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

11 authors at 2 institutions in 2 countries.

Emily M WorkDepartment of Chemistry and Biochemistry, University of Notre Dame, Notre Dame, Indiana 46566, United States.
Guillermo FerraudiRadiation Research Laboratory, University of Notre Dame, Notre Dame, Indiana 46556, United States.
Luke KieferDepartment of Chemistry and Biochemistry, University of Notre Dame, Notre Dame, Indiana 46566, United States.
Gang LiuDepartment of Chemistry and Biochemistry, University of Notre Dame, Notre Dame, Indiana 46566, United States.
Michael GrigalunasDepartment of Chemistry and Biochemistry, University of Notre Dame, Notre Dame, Indiana 46566, United States.
Atul BhardwajDepartment of Chemistry and Biochemistry, University of Notre Dame, Notre Dame, Indiana 46566, United States.
Rasmin KaurDepartment of Biochemistry and Molecular Biology, University of Southern Denmark, DK-5230 Odense M, Denmark.
Janel M DempseyDepartment of Chemistry and Biochemistry, University of Notre Dame, Notre Dame, Indiana 46566, United States.
Daniel WüstnerDepartment of Biochemistry and Molecular Biology, University of Southern Denmark, DK-5230 Odense M, Denmark.ORCID 0000-0003-4995-9709
Paul HelquistDepartment of Chemistry and Biochemistry, University of Notre Dame, Notre Dame, Indiana 46566, United States.
Olaf WiestDepartment of Chemistry and Biochemistry, University of Notre Dame, Notre Dame, Indiana 46566, United States.ORCID 0000-0001-9316-7720
University of Notre Dame · USUniversity of Southern Denmark · DK

Funding

Histone Deacetylase Inhibitors for Treatment of Niemann-Pick C1 DiseaseR01NS092653 · NINDS · WEILL MEDICAL COLL OF CORNELL UNIV · PI MAXFIELD, FREDERICK R., WALKLEY, STEVEN UPSHAW · 2015 to 2019
$2.8M
NINDS NIH HHS R01 NS092653
6 · The paper itself

Abstract

The development of new chemical tools with improved properties is essential to chemical and cell biology. Of particular interest is the development of mimics of small molecules with important cellular function that allow the direct observation of their trafficking in a cell. To this end, a novel 15-azasterol has been designed and synthesized as a luminescent cholesterol mimic for the monitoring of cholesterol trafficking. The brightness of this probe, which is ∼32-times greater than the widely used dehydroergosterol probe, is combined with resistance to photobleaching in solution and in human fibroblasts and an exceptionally large Stokes-like shift of ∼150-200 nm. The photophysical properties of the probe have been studied experimentally and computationally, suggesting an intersystem crossing to the triplet excited state with subsequent phosphorescent decay. Molecular dynamics simulations show a similar binding mode of cholesterol and the azasterol probe to NPC proteins, demonstrating the structural similarity of the probe to cholesterol.

Indexed as

CholesterolFluorescenceHumansCholesterol

Identifiers

PMID33369429
PMCPMC8126345
OpenAlexW3115417720

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.