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Fluorescent Leakage Assay to Investigate Membrane Destabilization by Cell-Penetrating Peptide
07:33

Fluorescent Leakage Assay to Investigate Membrane Destabilization by Cell-Penetrating Peptide

Published on: December 19, 2020

A fluorescent peptoid pH-sensor.

Amelia A Fuller1, Courtney A Holmes, Frederick J Seidl

  • 1Department of Chemistry & Biochemistry, Santa Clara University, 500 El Camino Real, Santa Clara, CA, 95053.

Biopolymers
|March 26, 2013
PubMed
Summary
This summary is machine-generated.

New peptoids (N-substituted glycine oligomers) function as sensitive, biocompatible pH sensors. These molecules exhibit significant fluorescence changes in response to pH, enabling novel sensing applications.

Keywords:
conformational rearrangementenvironmentally sensitive fluorophorepeptidomimeticpeptoid oligomer

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Area of Science:

  • Supramolecular Chemistry
  • Materials Science
  • Biotechnology

Background:

  • Peptoids, N-substituted glycine oligomers, are known for stable structures and applications as peptide surrogates and nanomaterials.
  • Existing peptoid functionalities do not typically include pH sensing capabilities.

Purpose of the Study:

  • To expand the functional applications of peptoids into the realm of pH sensing.
  • To develop novel peptoid-based materials that respond to environmental pH changes with detectable signals.

Main Methods:

  • Synthesis of two novel peptoids (2 and 3) featuring carboxylic-acid functionalized side chains.
  • Labeling peptoids with the environmentally sensitive fluorophore 4-N,N-dimethylamino-1,8-naphthalimide (4DMN).
  • Characterization of pH-induced conformational changes and corresponding fluorescence intensity variations.

Main Results:

  • Peptoids 2 and 3 demonstrated conformational rearrangement in response to varying pH levels.
  • The fluorescence intensity of peptoid 2 exhibited a significant 24-fold change across the studied pH range.
  • Peptoid 2 displayed sensitive and responsive spectroscopic properties to pH fluctuations.

Conclusions:

  • The developed peptoids are capable of pH sensing through coupled conformational and fluorescence changes.
  • Peptoid 2 represents a sensitive, biocompatible, and effective pH sensor.
  • This work expands the utility of peptoids for developing advanced responsive materials.