Jove
Visualize
Contact Us
JoVE
x logofacebook logolinkedin logoyoutube logo
ABOUT JoVE
OverviewLeadershipBlogJoVE Help Center
AUTHORS
Publishing ProcessEditorial BoardScope & PoliciesPeer ReviewFAQSubmit
LIBRARIANS
TestimonialsSubscriptionsAccessResourcesLibrary Advisory BoardFAQ
RESEARCH
JoVE JournalMethods CollectionsJoVE Encyclopedia of ExperimentsArchive
EDUCATION
JoVE CoreJoVE BusinessJoVE Science EducationJoVE Lab ManualFaculty Resource CenterFaculty Site
Terms & Conditions of Use
Privacy Policy
Policies

Related Experiment Videos

Phosphorylated 1,6-diphenyl-1,3,5-hexatriene.

Ling Ma1, Jessica C Morgan, Wendy E Stancill

  • 1Department of Chemistry, East Carolina University, Greenville, NC 27858-4353, USA.

Bioorganic & Medicinal Chemistry Letters
|February 26, 2004
PubMed
Summary

Researchers synthesized a novel lipophilic dye, a phosphorylated derivative of (1E,3E,5E)-1,6-diphenyl-1,3,5-hexatriene (DPH) fluorophore. Its fluorescence is quenched in polar environments, similar to the parent DPH molecule.

Related Concept Videos

You might also read

Related Articles

Articles linked to this work by shared authors, journal, and citation graph.

Sort by
Same author

Hyporesponsive fetus-specific T cell responses in multiparous human pregnancy.

Frontiers in immunology·2025
Same author

Intended Conservative Management Versus Caesarean Hysterectomy for Known or Suspected Placenta Accreta Spectrum: A Cost-Effectiveness Analysis.

BJOG : an international journal of obstetrics and gynaecology·2024
Same author

Policy and perceptions of pregnancy during training among residents of various subspecialties.

Postgraduate medical journal·2024
Same author

Navigating the Dobbs versus Jackson America for Patients with CKD and Kidney Transplants.

Journal of the American Society of Nephrology : JASN·2023
Same author

A Radiomics Approach to Assess High Risk Carotid Plaques: A Non-invasive Imaging Biomarker, Retrospective Study.

Frontiers in neurology·2022
Same author

Rosiglitazone ameliorates acute hepatic injury via activating the Nrf2 signaling pathway and inhibiting activation of the NLRP3 inflammasome.

Experimental and therapeutic medicine·2022

Area of Science:

  • Organic chemistry
  • Biophysical chemistry
  • Materials science

Background:

  • The development of novel fluorescent probes is crucial for understanding molecular interactions in biological systems.
  • Lipophilic dyes are essential tools for studying membrane dynamics and cellular structures.
  • The (1E,3E,5E)-1,6-diphenyl-1,3,5-hexatriene (DPH) fluorophore is a well-established probe for lipid bilayers.

Purpose of the Study:

  • To synthesize a novel lipophilic dye by functionalizing the (1E,3E,5E)-1,6-diphenyl-1,3,5-hexatriene (DPH) fluorophore with a phosphate diester group.
  • To investigate the photophysical properties, specifically fluorescence behavior, of the synthesized dye in various solvent systems.
  • To examine the dye's behavior and utility within a liposomal membrane bilayer model.

Main Methods:

Related Experiment Videos

  • Sonogashira coupling reaction was employed to link a protected iodophenol with propargyl alcohol for functionalization.
  • Wittig reaction using trans-cinnamaldehyde was utilized to construct the all-trans polyene core of the dye.
  • Fluorescence spectroscopy was performed in different solvent polarities and within liposomal membrane bilayers.

Main Results:

  • A novel phosphorylated derivative of (1E,3E,5E)-1,6-diphenyl-1,3,5-hexatriene (DPH) was successfully synthesized.
  • The synthesized dye exhibited fluorescence behavior analogous to the parent DPH molecule.
  • Emission intensity of the phosphorylated DPH derivative was observed to be quenched in polar media.

Conclusions:

  • The synthesized phosphorylated DPH derivative is a lipophilic fluorescent probe with potential applications in membrane studies.
  • The fluorescence quenching in polar environments suggests sensitivity to local polarity, a useful characteristic for probing membrane interfaces.
  • The synthetic strategy provides a route for creating functionalized DPH derivatives for tailored biophysical applications.