Ethenyl indoles as neutral hydrophobic fluorescence probes |
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Authors: | Anil K Singh Prasanta K Hota |
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Institution: | 1. Department of Chemistry, Indian Institute of Technology Bombay, Powai, Mumbai 400 076, IndiaDepartment of Chemistry, Indian Institute of Technology Bombay, Powai, Mumbai 400 076, India.===;2. Department of Chemistry, Indian Institute of Technology Bombay, Powai, Mumbai 400 076, India |
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Abstract: | 3‐(4‐Nitrophenylethenyl‐E)‐NH‐indole ( 1 ), 3‐(4‐nitrophenyl ethenyl‐E)‐N‐acetylindole ( 2 ), and 3‐(4‐nitrophenylethenyl‐E)‐N‐benzenesulfonylindole ( 3 ) are relatively less fluorescent in organic solvents, with fluorescence quantum yield (Φf) in the range of 0.002 to 0.066 depending on the solvent polarity. However, in bovine serum albumin (BSA)‐phosphate buffer, the fluorescence of these compounds gets drastically enhanced with Φf in the range of 0.21 to 0.67, depending on the substituent on the indolic nitrogen atom. Additionally, linear increase in the fluorescence intensity of 2 and 3 occurs on increasing the BSA concentration. These fluorescence properties together with the neutral, hydrophobic nature of these compounds make these fluorophores good fluorescence probe for studying the micropolarity of proteins like BSA and in general the ligand–protein interactions. Copyright © 2007 John Wiley & Sons, Ltd. |
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Keywords: | serum albumin ethenyl indoles fluorescence binding constant fluorescence quenching |
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