Evidence map›Paper›PMID 19668861›Full record

ArticleMolecular bioSystems2009

Modular synthesis of biologically active phosphatidic acid probes using click chemistry.

Matthew D Smith, Christopher G Sudhahar, Denghuang Gong, Robert V Stahelin, Michael D Best

Abstract read
In one paragraph

Article in Molecular bioSystems, 2009. 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
1.9field-weighted citation impact, top 15% 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, 32 citations in OpenAlex.

  1. Bioconjugation Strategies for Revealing the Roles of Glycerophospholipids in Cells.Chembiochem : a European journal of chemical biology · 2026
    Review
  2. Article
  3. Probing Glycerolipid Metabolism using a Caged Clickable Glycerol-3-Phosphate Probe.Chembiochem : a European journal of chemical biology · 2024
    Article
  4. Article
  5. Article
  6. Turning the spotlight on protein-lipid interactions in cells.Current opinion in chemical biology · 2014
    Review
  7. Article
  8. Article
  9. Review
  10. 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

5 authors at 2 institutions in 1 country.

Matthew D SmithDepartment of Chemistry, The University of Tennessee, Knoxville, TN 37996, USA.
Christopher G Sudhahar
Denghuang Gong
Robert V Stahelin
Michael D Best
University of Tennessee at Knoxville · USUniversity of Notre Dame · US

Funding

LIPID-PROTEIN INTERACTIONS IN VIRAL ASSEMBLY AND VIRUS LIKE PARTICLE FORMATIONR01AI081077 · NIAID · PURDUE UNIVERSITY · PI STAHELIN, ROBERT VIRGIL · 2009 to 2019
$3.5M
NIAID NIH HHS R01 AI081077
6 · The paper itself

Abstract

Phosphatidic acid (PA) is an important signaling lipid that plays roles in a range of biological processes including both physiological and pathophysiological events. PA is one of a number of signaling lipids that can act as site-specific ligands for protein receptors in binding events that enforce membrane association and generally regulate both receptor function and subcellular localization. However, elucidation of the full scope of PA activities has proven problematic, primarily due to the lack of a consensus sequence among PA-binding receptors. Thus, experimental approaches, such as those employing lipid probes, are necessary for characterizing interactions at the molecular level. Herein, we describe an efficient modular approach to the synthesis of a range of PA probes that employs a late stage introduction of reporter groups. This strategy was exploited in the synthesis of PA probes bearing fluorescent and photoaffinity tags as well as a bifunctional probe containing both a photoaffinity moiety and an azide as a secondary handle for purification purposes. To discern the ability of these PA analogs to mimic the natural lipid in protein-binding properties, each compound was incorporated into vesicles for binding studies using a known PA receptor, the C2 domain of PKCalpha. In these studies, each compound exhibited binding properties that were comparable to those of synthetic PA, indicating their viability as probes for effectively studying the activities of PA in cellular processes.

Indexed as

AzidesKineticsLipid BilayersLiposomesModels, BiologicalMolecular ProbesPhosphatidic AcidsProtein BindingProtein Kinase C-alphaSignal TransductionAzidesLipid BilayersLiposomesMolecular ProbesPhosphatidic AcidsProtein Kinase C-alpha

Identifiers

PMID19668861
PMCPMC5985520
OpenAlexW1977727405

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.