ortho and para chromophores of green fluorescent protein: controlling electron emission and internal conversion

Chemical Science
Conor McLaughlinHelen H Fielding

Abstract

Green fluorescent protein (GFP) continues to play an important role in the biological and biochemical sciences as an efficient fluorescent probe and is also known to undergo light-induced redox transformations. Here, we employ photoelectron spectroscopy and quantum chemistry calculations to investigate how the phenoxide moiety controls the competition between electron emission and internal conversion in the isolated GFP chromophore anion, following photoexcitation with ultraviolet light in the range 400-230 nm. We find that moving the phenoxide group from the para position to the ortho position enhances internal conversion back to the ground electronic state but that adding an additional OH group to the para chromophore, at the ortho position, impedes internal conversion. Guided by quantum chemistry calculations, we interpret these observations in terms of torsions around the C-C-C bridge being enhanced by electrostatic repulsions or impeded by the formation of a hydrogen-bonded seven-membered ring. We also find that moving the phenoxide group from the para position to the ortho position reduces the energy required for detachment processes, whereas adding an additional OH group to the para chromophore at the ortho position incr...Continue Reading

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Citations

May 29, 2018·Physical Chemistry Chemical Physics : PCCP·Michael A ParkesHelen H Fielding
Nov 23, 2017·Physical Chemistry Chemical Physics : PCCP·Alice HenleyHelen H Fielding
Feb 16, 2019·Chemical Communications : Chem Comm·Ashish SinghTapas Kumar Maji
May 17, 2017·Chemical Science·Anastasia V BochenkovaHelen H Fielding
Nov 5, 2019·The Journal of Physical Chemistry Letters·Wyatt Zagorec-MarksJ Mathias Weber
Aug 16, 2021·Mass Spectrometry Reviews·František Tureček
Mar 9, 2019·The Journal of Physical Chemistry. a·Joanne L WoodhouseHelen H Fielding
Feb 20, 2020·The Journal of Physical Chemistry Letters·Wyatt Zagorec-MarksJ Mathias Weber
May 5, 2018·The Journal of Physical Chemistry Letters·Eduardo CarrascosaEvan J Bieske
Sep 21, 2018·The Journal of Physical Chemistry. a·Alice HenleyHelen H Fielding
Sep 3, 2021·Physical Chemistry Chemical Physics : PCCP·Joanne L WoodhouseHelen H Fielding

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