Evidence map›Paper›PMID 25761996›Full record

ArticleNature communications2015

Targeting bacteria via iminoboronate chemistry of amine-presenting lipids.

Anupam Bandyopadhyay, Kelly A McCarthy, Michael A Kelly, Jianmin Gao

Abstract read
In one paragraph

Article in Nature communications, 2015. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 45 papers.

0numbers the graph read from it
0cells of the map it votes in
45citing papers in PubMed
–field-weighted citation impact
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

45 citing papers in PubMed.

  1. RSC chemical biology · 2026
    Article
  2. Article
  3. Article
  4. Article
  5. Article
  6. Review
  7. Article
  8. Organically Modified Mesoporous Silica Nanoparticles against Bacterial Resistance.Chemistry of materials : a publication of the American Chemical Society · 2023
    Review
  9. Click chemistry and drug delivery: A bird's-eye view.Acta pharmaceutica Sinica. B · 2023
    Review
  10. Review
  11. Review
  12. An update on the discovery and development of reversible covalent inhibitors.Medicinal chemistry research : an international journal for rapid communications on design and mechanisms of action of biologically active agents · 2023
    Review
  13. Review
  14. Insight intoChemical science · 2022
    Article
  15. Article
  16. Article
  17. Review
  18. Article
  19. Article
  20. Merging the Versatile Functionalities of Boronic Acid with Peptides.International journal of molecular sciences · 2021
    Review
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

4 authors.

Anupam BandyopadhyayDepartment of Chemistry, Merkert Chemistry Center, Boston College, 2609 Beacon Street, Chestnut Hill, Massachuetts 02467, USA.
Kelly A McCarthyDepartment of Chemistry, Merkert Chemistry Center, Boston College, 2609 Beacon Street, Chestnut Hill, Massachuetts 02467, USA.
Michael A KellyDepartment of Chemistry, Merkert Chemistry Center, Boston College, 2609 Beacon Street, Chestnut Hill, Massachuetts 02467, USA.
Jianmin GaoDepartment of Chemistry, Merkert Chemistry Center, Boston College, 2609 Beacon Street, Chestnut Hill, Massachuetts 02467, USA.

Funding

Targeted Modification of Membrane LipidsR01GM102735 · NIGMS · BOSTON COLLEGE · PI GAO, JIANMIN · 2012 to 2021
$2.5M
NIGMS NIH HHS R01 GM102735NIGMS NIH HHS R01GM102735
6 · The paper itself

Abstract

Synthetic molecules that target specific lipids serve as powerful tools for understanding membrane biology and may also enable new applications in biotechnology and medicine. For example, selective recognition of bacterial lipids may give rise to novel antibiotics, as well as diagnostic methods for bacterial infection. Currently known lipid-binding molecules primarily rely on noncovalent interactions to achieve lipid selectivity. Here we show that targeted recognition of lipids can be realized by selectively modifying the lipid of interest via covalent bond formation. Specifically, we report an unnatural amino acid that preferentially labels amine-presenting lipids via iminoboronate formation under physiological conditions. By targeting phosphatidylethanolamine and lysylphosphatidylglycerol, the two lipids enriched on bacterial cell surfaces, the iminoboronate chemistry allows potent labelling of Gram-positive bacteria even in the presence of 10% serum, while bypassing mammalian cells and Gram-negative bacteria. The covalent strategy for lipid recognition should be extendable to other important membrane lipids.

Indexed as

AminesAnti-Bacterial AgentsBacillus subtilisBiotechnologyBoron CompoundsCoculture TechniquesDose-Response Relationship, DrugEscherichia coliHumansJurkat CellsLipidsLysineMagnetic Resonance SpectroscopyMass SpectrometryMembrane LipidsMicroscopy, ConfocalAminesAnti-Bacterial AgentsBoron CompoundsLipidsLysinelysylphosphatidylglycerolMembrane LipidsPhosphatidylcholinesphosphatidylethanolaminePhosphatidylethanolaminesPhosphatidylglycerolsPhosphatidylserinesSphingomyelins

Identifiers

PMID25761996
PMCPMC4363082

What OpenQuestion holds

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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.