Controllable Self-Assembly of Peptide-Cyanine Conjugates In Vivo as Fine-Tunable Theranostics

Angew Chem Int Ed Engl. 2021 Mar 29;60(14):7809-7819. doi: 10.1002/anie.202015126. Epub 2021 Mar 1.

Abstract

The fabrication of functional assemblies with defined structures through controllable molecular packing under physiological conditions is challenging. Here, modularly designed peptide-cyanine conjugates that intracellularly self-assembly into 1D columnar superstructures with controlled cyanine aggregation were designed, and they exhibit distinct imaging or photothermal properties. The peptide backbone is cleaved by caspase-3/7 after entering the cells. Then the self-assembled residue, with a double cyanine substitution (Pr-2Cy), forms a P helical column in which H-aggregated cyanine dyes show 3.4-fold photothermal conversion efficiency compared to free ones. The self-assembled residue with a single cyanine substitution (Pr-1Cy) forms a loose column, in which cyanine dyes with undefined structure have a fluorescence quantum yield of up to 9.5 % (emission at 819 nm in H2 O). This work provides a simple way to modify in vivo self-assembled peptides with functional molecules for achieving desired bio-applications.

Keywords: dyes/pigments; imaging agents; near infrared; peptides; self-assembly.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Amino Acid Sequence
  • Animals
  • Carbocyanines / chemistry*
  • Caspase 3 / metabolism
  • Caspase 7 / metabolism
  • Cell Line, Tumor
  • Cell Membrane Permeability
  • Fluorescent Dyes / chemistry*
  • Humans
  • Infrared Rays
  • Mice
  • Molecular Conformation
  • Neoplasms / diagnostic imaging*
  • Neoplasms / therapy*
  • Optical Imaging
  • Peptides / chemistry*
  • Peptides / metabolism*
  • Photothermal Therapy / methods*
  • Protein Multimerization

Substances

  • Carbocyanines
  • Fluorescent Dyes
  • Peptides
  • Caspase 3
  • Caspase 7