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publication name Synthesis and photochemistry of pH-sensitive GFP chromophore analogs
Authors Alan R. Katritzkya, Corresponding author contact information, Megumi Yoshioka-Tarvera, Bahaa El-Dien M. El-Gendya, C. Dennis Hall
year 2011
keywords
journal
volume Not Available
issue Not Available
pages Not Available
publisher Not Available
Local/International International
Paper Link http://www.sciencedirect.com/science/article/pii/S0040403910023105
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Supplementary materials Not Available
Abstract

GFP chromophore analogs (7a–e, 8, and 10a,b) containing 2-thienyl-, 5-methyl-2-furyl-, 2-pyrryl, and 6-methyl-2-pyridyl-groups were synthesized and their fluorescence spectra recorded in the pH range 1–7. NMR studies showed that protonation of 8 (2-thienyl system) inhibited photoisomerization (Z–E) about the exocyclic double bond but that protonation of 7c (E + Z) (2-pyrryl system) gave only 7cE. Fluorescence studies revealed enhancement of fluorescence intensity of 7c and 7b,e (furyl system) below pH 2.5 and gave a similar result for 10a (pyridyl system) below pH 6. Quantum yields at pH 1 were low, probably due to excited state proton transfer (ESPT).

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