Evidence map›Paper›PMID 24983863›Full record

ArticlePloS one2014

Incorporating a piperidinyl group in the fluorophore extends the fluorescence lifetime of click-derived cyclam-naphthalimide conjugates.

Mingfeng Yu, Sandra Ast, Qun Yu, Anthony T S Lo, Roman Flehr, Matthew H Todd, Peter J Rutledge

Open access · goldAbstract read
In one paragraph

Article in PloS one, 2014. 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
1.3field-weighted citation impact, top 22% 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. Review
  2. Review
  3. Article
  4. A direct method for theBeilstein journal of organic chemistry · 2016
    Article
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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

7 authors at 2 institutions in 2 countries.

Mingfeng YuSchool of Chemistry, The University of Sydney, Sydney, New South Wales, Australia.
Sandra AstSchool of Chemistry, The University of Sydney, Sydney, New South Wales, Australia.
Qun YuSchool of Chemistry, The University of Sydney, Sydney, New South Wales, Australia.
Anthony T S LoSchool of Chemistry, The University of Sydney, Sydney, New South Wales, Australia.
Roman FlehrInstitute for Chemistry, University of Potsdam, Potsdam, Brandenburg, Germany.
Matthew H ToddSchool of Chemistry, The University of Sydney, Sydney, New South Wales, Australia.
Peter J RutledgeSchool of Chemistry, The University of Sydney, Sydney, New South Wales, Australia.
University of Sydney · AUUniversity of Potsdam · DE

Funding

No grant is acknowledged in the PubMed record.

6 · The paper itself

Abstract

Ligands incorporating a tetraazamacrocycle receptor, a 'click'-derived triazole and a 1,8-naphthalimide fluorophore have proven utility as probes for metal ions. Three new cyclam-based molecular probes are reported, in which a piperidinyl group has been introduced at the 4-position of the naphthalimide fluorophore. These compounds have been synthesized using the copper(I)-catalyzed azide-alkyne Huisgen cycloaddition and their photophysical properties studied in detail. The alkylamino group induces the expected red-shift in absorption and emission spectra relative to the simple naphthalimide derivatives and gives rise to extended fluorescence lifetimes in aqueous buffer. The photophysical properties of these systems are shown to be highly solvent-dependent. Screening the fluorescence responses of the new conjugates to a wide variety of metal ions reveals significant and selective fluorescence quenching in the presence of copper(II), yet no fluorescence enhancement with zinc(II) as observed previously for the simple naphthalimide derivatives. Reasons for this different behaviour are proposed. Cytotoxicity testing shows that these new cyclam-triazole-dye conjugates display little or no toxicity against either DLD-1 colon carcinoma cells or MDA-MB-231 breast carcinoma cells, suggesting a potential role for these and related systems in biological sensing applications.

Indexed as

Fluorescent DyesBiosensing TechniquesCell Line, TumorCopperFemaleHeterocyclic CompoundsHumansPiperidinesCoppercyclamFluorescent DyesHeterocyclic CompoundspiperidinePiperidines

Identifiers

PMID24983863
PMCPMC4077572
OpenAlexW1963903482

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.