Evidence map›Paper›PMID 26380168›Full record

ArticleAdvanced science (Weinheim, Baden-Wurttemberg, Germany)2015

Massive Bioaccumulation and Self-Assembly of Phenazine Compounds in Live Cells.

Kyoung Ah Min, Walajapet G Rajeswaran, Rudolf Oldenbourg, Grant Harris, Rahul K Keswani, Mason Chiang, Phillip Rzeczycki, Arjang Talattof, Mahwish Hafeez, Richard W Horobin and 3 more

Open access · goldAbstract read
In one paragraph

Article in Advanced science (Weinheim, Baden-Wurttemberg, Germany), 2015. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 10 papers.

0numbers the graph read from it
0cells of the map it votes in
10citing papers in PubMed
1.7field-weighted citation impact, top 17% 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

10 citing papers in PubMed, 20 citations in OpenAlex.

  1. Molecular design of a pathogen activated, self-assembling mechanopharmaceutical device.Journal of controlled release : official journal of the Controlled Release Society · 2022
    Review
  2. Article
  3. Article
  4. Article
  5. The Physicochemical Basis of Clofazimine-Induced Skin Pigmentation.The Journal of investigative dermatology · 2018
    Article
  6. Article
  7. Elasticity in Macrophage-Synthesized Biocrystals.Angewandte Chemie (International ed. in English) · 2017
    Article
  8. Article
  9. Article
  10. Massive Bioaccumulation and Self-Assembly of Phenazine Compounds in Live Cells.Advanced science (Weinheim, Baden-Wurttemberg, Germany) · 2015
    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

13 authors at 3 institutions in 2 countries.

Kyoung Ah MinDepartment of Pharmaceutical Sciences, University of Michigan College of Pharmacy, 428 Church St, Ann Arbor, MI 48109.
Walajapet G RajeswaranDepartment of Medicinal Chemistry, University of Michigan College of Pharmacy, 428 Church St, Ann Arbor, MI 48109, Ann Arbor, MI 48109.
Rudolf OldenbourgMarine Biological Laboratories, Woods Hole, MA 02543.
Grant HarrisMarine Biological Laboratories, Woods Hole, MA 02543.
Rahul K KeswaniDepartment of Pharmaceutical Sciences, University of Michigan College of Pharmacy, 428 Church St, Ann Arbor, MI 48109.
Mason ChiangDepartment of Pharmaceutical Sciences, University of Michigan College of Pharmacy, 428 Church St, Ann Arbor, MI 48109.
Phillip RzeczyckiDepartment of Pharmaceutical Sciences, University of Michigan College of Pharmacy, 428 Church St, Ann Arbor, MI 48109.
Arjang TalattofDepartment of Pharmaceutical Sciences, University of Michigan College of Pharmacy, 428 Church St, Ann Arbor, MI 48109.
Mahwish HafeezDepartment of Pharmaceutical Sciences, University of Michigan College of Pharmacy, 428 Church St, Ann Arbor, MI 48109.
Richard W HorobinSchool of Life Sciences, The University of Glasgow, University Avenue, Glasgow G12 8QQ, Scotland UK.
Scott D LarsenDepartment of Medicinal Chemistry, University of Michigan College of Pharmacy, 428 Church St, Ann Arbor, MI 48109, Ann Arbor, MI 48109.
Kathleen A StringerDepartment of Clinical, Social and Administrative Sciences, University of Michigan College of Pharmacy, Ann Arbor, MI 48109.
Gus R RosaniaDepartment of Pharmaceutical Sciences, University of Michigan College of Pharmacy, 428 Church St, Ann Arbor, MI 48109.
University of Michigan · USMarine Biological Laboratory · USUniversity of Glasgow · GB

Funding

Development of New Automated Polarized Light MicroscopeR01EB002583 · NIBIB · MARINE BIOLOGICAL LABORATORY · PI OLDENBOURG, RUDOLF · 2004 to 2012
$4.4M
Chemical Address Tags: A Cheminformatics & Image Data Management and Analysis Plan - SupplementR01GM078200 · NIGMS · UNIVERSITY OF MICHIGAN AT ANN ARBOR · PI ROSANIA, GUS R · 2006 to 2015
$4.2M
NIBIB NIH HHS R01 EB002583NIGMS NIH HHS R01 GM078200
6 · The paper itself

Abstract

Clofazimine is an orally administered, FDA-approved drug that massively bioaccumulates in macrophages, forming membrane-bound intracellular structures possessing nanoscale supramolecular features. Here, a library of phenazine compounds derived from clofazimine was synthesized and tested for their ability to accumulate and form ordered molecular aggregates inside cells. Regardless of chemical structure or physicochemical properties, bioaccumulation was consistently greater in macrophages than in epithelial cells. Microscopically, some self-assembled structures exhibited a pronounced, diattenuation anisotropy signal, evident by the differential absorption of linearly polarized light, at the peak absorbance wavelength of the phenazine core. The measured anisotropy was well above the background anisotropy of endogenous cellular components, reflecting the self-assembly of condensed, insoluble complexes of ordered phenazine molecules. Chemical variations introduced at the R-imino position of the phenazine core led to idiosyncratic effects on the compounds' bioaccumulation behavior, as well as on the morphology and organization of the resulting intracellular structures. Beyond clofazimine, these results demonstrate how the self-assembly of membrane-permeant, orally-bioavailable small molecule building blocks can endow cells with unnatural structural elements possessing chemical, physical and functional characteristics unlike those of other natural cellular components.

Indexed as

aggregationbiocrystalschromophoresclofazimineimagingMedicinal chemistrypolarization

Identifiers

PMID26380168
PMCPMC4569013
OpenAlexW1930452992

What OpenQuestion holds

Textmetadata
LicenceCC BY
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.