Site-Specific Labeling of Proteins with Near-IR Heptamethine Cyanine Dyes

Abstract

Convenient labeling of proteins is important for observing its function under physiological conditions. In tissues particularly, heptamethine cyanine dyes (Cy-7) are valuable because they absorb in the near-infrared (NIR) region (750–900 nm) where light penetration is maximal. In this work, we found Cy-7 dyes with a meso-Cl functionality covalently binding to proteins with free Cys residues under physiological conditions (aqueous environments, at near neutral pH, and 37 °C). It transpired that the meso-Cl of the dye was displaced by free thiols in protein, while nucleophilic side-chains from amino acids like Tyr, Lys, and Ser did not react. This finding shows a new possibility for convenient and selective labeling of proteins with NIR fluorescent probes.

Document Details

Document Type
Pub Defense Publication
Publication Date
Nov 07, 2018
Source ID
10.3390/molecules23112900

Entities

People

  • Chen-Ming Lin
  • Kevin S Burgess
  • Syed Usama

Organizations

  • Cancer Prevention and Research Institute of Texas
  • National Science Foundation
  • Robert A. Welch Foundation
  • United States Department of Defense

Tags

Fields of Study

  • Chemistry

Readers

  • Molecular and Cellular Biochemistry
  • Spectroscopy.