Abstract:
:The relationship between ground state cis-trans isomerization and protonation state is explored for a model green fluorescent protein chromophore, 4-hydroxybenzylidene-1,2-dimethylimidazolinone (HBDI). We find that the protonation state has only a modest effect on the free energy differences between cis and trans isomers and on the activation energies for isomerization. Specifically, the experimental free energy differences are 3.3, 8.8, and 9.6 kJ/mol for cationic, neutral, and anionic forms of HBDI, respectively, and the activation energies are 48.9, 54.8, and 54.8 kJ/mol for cationic, neutral, and anionic forms, respectively. Furthermore, these activation energies are much smaller than might be expected based on comparison with similar systems. These results suggest that there may be a sub-population of the chromophore, which is nearly equally accessible to all three protonation states, through which thermal isomerization may proceed.
journal_name
FEBS Lettjournal_title
FEBS lettersauthors
He X,Bell AF,Tonge PJdoi
10.1016/s0014-5793(03)00761-0keywords:
subject
Has Abstractpub_date
2003-08-14 00:00:00pages
35-8issue
1-3eissn
0014-5793issn
1873-3468pii
S0014579303007610journal_volume
549pub_type
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