Fig. 1: E. coli glucose-binding protein and Prodan derivatives. | Communications Chemistry

Fig. 1: E. coli glucose-binding protein and Prodan derivatives.

From: Chromophore carbonyl twisting in fluorescent biosensors encodes direct readout of protein conformations with multicolor switching

Fig. 1

a ecGBP. The two aromatic residues (magenta) form van der Waals contacts with opposing pyranose ring faces of bound glucose (Glc) (yellow). Gray circle, Ca2+. b Prodan and its derivatives. Arrows indicate rotatable bonds of the functional groups bearing lone pairs. R groups for thiol-reactive derivatives are shown (the conjugated Acrylodan linker is one methylene unit longer than that of Badan). For membrane probes, R is a lipid. c Conjugated Acrylodan. The thiol sulfur reacts with the terminal CH2 in the acryloyl reactive group. d Conjugated Badan. The thiol replaces the bromine. e In the non-natural amino acid Anap the Prodan core is incorporated as a side-chain that links to the amino acid backbone to the naphthalene via a secondary amine replacing the original dimethyl amino group. f The non-natural amino acid Aladan couples the Prodan core via the carbonyl.

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