Near-Infrared Bioluminescence Imaging with a through-Bond Energy Transfer Cassette

Chembiochem. 2019 Aug 1;20(15):1919-1923. doi: 10.1002/cbic.201900149. Epub 2019 Jul 2.

Abstract

A coelenterazine (CTZ) analogue emitting near-infrared (NIR) bioluminescence was synthesized for through-bond energy transfer (TBET)-based imaging modalities. The analogue, named Cy5-CTZ, was prepared by conjugating cyanine-5 (Cy5) dye to CTZ through an acetylene linker. This novel derivative is intrinsically fluorescent and emits NIR-shifted luminescence upon reacting with an appropriate luciferase, the Renilla luciferase. This Cy5-CTZ substrate is optically stable in physiological samples and rapidly permeabilize through the plasma membrane into the cytosolic compartment of live cells.

Keywords: bioluminescence; dyes/pigments; energy transfer; fluorescence; imaging agents.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Carbocyanines / chemistry*
  • Energy Transfer
  • Imidazoles / chemistry*
  • Infrared Rays
  • Luminescent Agents / chemistry*
  • Luminescent Measurements*
  • Molecular Structure
  • Pyrazines / chemistry*

Substances

  • Carbocyanines
  • Imidazoles
  • Luminescent Agents
  • Pyrazines
  • cyanine dye 5
  • coelenterazine