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The interaction of substituted 2‐phenylquinoline intercalates with poly(A) · poly(U): Classical and threading intercalation modes with RNA
Author(s) -
Zhao Min,
Janda Lubomir,
Nguyen Johnny,
Strekowski Lucjan,
Wilson W. David
Publication year - 1994
Publication title -
biopolymers
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.556
H-Index - 125
eISSN - 1097-0282
pISSN - 0006-3525
DOI - 10.1002/bip.360340108
Subject(s) - chemistry , intercalation (chemistry) , substituent , threading (protein sequence) , rna , quinoline , kinetic energy , stereochemistry , crystallography , ring (chemistry) , inorganic chemistry , protein structure , organic chemistry , biochemistry , physics , quantum mechanics , gene
The interaction of a series of 2‐phenylquinoline derivatives with RNA was investigated by means of viscometric, pKa, spectroscopic, binding, T m , and kinetic methods. Compounds 1 , 2 , and 3 have a piperazyl substituent at the para , meta , or ortho position, respectively, while 4 has an unsubstituted phenyl ring. The pKa results suggest that 1 has three charges, 2 and 3 have more than two charges, and 4 has two charges at pH 6.2. Spectroscopic and T m results indicate that 1 binds more strongly to RNA than 2–4 . Kinetic and modeling results indicate that 1 is a threading intercalator while 2 and 4 are classical intercalators. All experimental results indicate that 3 , which has a large twist between the phenyl and quinoline rings, binds weakly with RNA. © 1994 John Wiley & Sons, Inc.