Synthetic green fluorescent protein chromophore analogues with a positive charge at the phenyl-like group

Amino Acids. 2018 Jan;50(1):141-147. doi: 10.1007/s00726-017-2500-8. Epub 2017 Oct 7.

Abstract

Synthetic green fluorescent protein (GFP) chromophore analogues with a positive charge at the phenyl-like group have the highly electrophilic amidine carbon, smaller LUMO-HOMO energy gap, red-shifted electronic absorptions and fluorescent emissions, and accelerated E-Z thermoisomerization rates. They are water-labile and their hydrolysis results in ring-opening of the imidazolinone moiety with a half life around 25-37 h in D2O at 25 °C.

Keywords: Green fluorescent protein; Photophysical properties; Reactivity.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Crystallography, X-Ray
  • Green Fluorescent Proteins / chemical synthesis
  • Green Fluorescent Proteins / chemistry*
  • Hydrolysis
  • Models, Molecular
  • Molecular Structure
  • Nuclear Magnetic Resonance, Biomolecular
  • Photochemistry
  • Protein Isoforms / chemical synthesis
  • Protein Isoforms / chemistry

Substances

  • Protein Isoforms
  • Green Fluorescent Proteins