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A fluorescence study of differently substituted 3-styrylindoles and their interaction with bovine serum albumin

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Title A fluorescence study of differently substituted 3-styrylindoles and their interaction with bovine serum albumin
 
Creator SINGH, AK
ASEFA, A
 
Subject intramolecular charge-transfer
donor-acceptor diarylbutadienes
probe properties
micelles
alpha,omega-diphenylpolyenes
polarity
program
3-styrylindoles
fluorescence probes
bovine serum albumin
quenching
 
Description Interaction of 3-styrylindoles 1-8 viz. 3-(2-phenylethenyl-E)-NH-indole (1), 3-[2-(4-nitrophenyl)ethenyl-E]-NH-indole (2), 5-bromo-3-[2-(4-nitrophenyl)ethenyl-E]-NH-indole (3), 5-methoxy-3-[2-(4-nitrophenyl)ethenyi-E]-NH-indole (4), 3[2-(4-cyanophenyl)ethenyi-E]-NH-indole (5), 3-[2-(4-cyanophenyl)ethenyl-E]-N-ethylindole (6), 5-bromo-3-[2-(4-chlorophenyI)ethenyl-E]-NH-indole (7) and 5-methoxy-3-[2-(4-chlorophenyl)ethenyl-E]-NH-indole (8) with bovine serum albumin (BSA) was examined by UV-vis and steady-state fluorescence spectroscopy. The fluorescence intensity of 1-8 increases with the increasing BSA concentration. Upon binding with BSA, while 1 and 5-8 show a blue shift in their lambda(f max), 2-4 do not exhibit such behavior. Compounds 1-8 also quench the 345 nm fluorescence of BSA in phosphate buffer (lambda(ex), 280 nm). These compounds intercalate in the hydrophobic regions of BSA, as evidenced by the determination of BSA binding site micropolarity using compounds 2-8. As evidenced by the estimation of energy transfer efficiency and distance between the donor (BSA-Trp-212) and the acceptor (3-styrylindoles), the halo-substituted compounds 3 and 7 interact with BSA more effectively than the other 3-strylindoles. These compounds have potential for use as neutral and hydrophobic fluorescence probes for examining the microenvironments in proteins, polymers, micelles, etc.
 
Publisher JOHN WILEY & SONS LTD
 
Date 2011-08-16T17:29:25Z
2011-12-26T12:55:04Z
2011-12-27T05:43:37Z
2011-08-16T17:29:25Z
2011-12-26T12:55:04Z
2011-12-27T05:43:37Z
2009
 
Type Article
 
Identifier LUMINESCENCE, 24(2), 123-130
1522-7235
http://dx.doi.org/10.1002/bio.1085
http://dspace.library.iitb.ac.in/xmlui/handle/10054/9572
http://hdl.handle.net/10054/9572
 
Language en