The binding of DNA intercalating and non-intercalating compounds to A-form and protonated form of poly(rC)•poly(rG):: Spectroscopic and viscometric study

被引:126
作者
Sinha, R [1 ]
Islam, MM [1 ]
Bhadra, K [1 ]
Kumar, GS [1 ]
Banerjee, A [1 ]
Maiti, M [1 ]
机构
[1] Indian Inst Chem Biol, Biophys Chem Lab, Kolkata 700032, W Bengal, India
关键词
A-form RNA; protonated form RNA; intercalators; groove binders; RNA-ligand interaction;
D O I
10.1016/j.bmc.2005.09.007
中图分类号
Q5 [生物化学]; Q7 [分子生物学];
学科分类号
071010 ; 081704 ;
摘要
Polymorphic RNA conformations may serve as potential targets for structure specific antiviral agents. As an initial step in the development of such drugs, the interaction of a wide variety of compounds which are characterized to bind to DNA through classical or partial intercalation or by mechanism of groove binding, with the A-form and the protonated form of poly(rC)(.) poly(rG), been evaluated by multifaceted spectroscopic and viscometric techniques. Results of this study suggest that (i) ethidium intercalates to the A-form of RNA, but does not intercalate to the protonated form, (ii) methylene blue intercalates to the protonated form of the RNA but does not intercalate to the A-form, (iii) actinomycin D does not bind to either conformations of the RNA, and (iv) berberine binds to the protonated form by partial intercalation process, while its binding to the A-form is very weak. The DNA groove binder distamycin A has much higher affinity to the protonated form of the RNA compared to the A-form and binds to both structures by non-intercalative mechanism. We conclude that the binding affinity characteristics of these DNA binding molecules to the RNA conformations are vastly different and may serve as data for the development of RNA based antiviral drugs. (c) 2005 Elsevier Ltd. All rights reserved.
引用
收藏
页码:800 / 814
页数:15
相关论文
共 82 条
[1]   Structure-based and combinatorial search for new RNA-binding drugs [J].
Afshar, M ;
Prescott, CD ;
Varani, G .
CURRENT OPINION IN BIOTECHNOLOGY, 1999, 10 (01) :59-63
[2]   OPTICAL PROPERTIES OF DEOXYRIBONUCLEIC ACID ETHIDIUM BROMIDE COMPLEX - EFFECT OF SALT [J].
AKTIPIS, S ;
KINDELIS, A .
BIOCHEMISTRY, 1973, 12 (06) :1213-1221
[3]   INTERACTION OF METHYLENE-BLUE WITH TRANSFER-RNA - A SPECTROSCOPIC STUDY [J].
ANTONY, T ;
ATREYI, M ;
RAO, MVR .
CHEMICO-BIOLOGICAL INTERACTIONS, 1995, 97 (03) :199-214
[4]   SPECTROSCOPIC STUDIES ON THE BINDING OF METHYLENE-BLUE TO POLY(RIBOADENYLIC ACID) [J].
ANTONY, T ;
ATREYI, M ;
RAO, MVR .
JOURNAL OF BIOMOLECULAR STRUCTURE & DYNAMICS, 1993, 11 (01) :67-81
[5]   PHOTOCHEMISTRY OF INTERCALATED METHYLENE-BLUE - PHOTOINDUCED HYDROGEN-ATOM ABSTRACTION FROM GUANINE AND ADENINE [J].
ATHERTON, SJ ;
HARRIMAN, A .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1993, 115 (05) :1816-1822
[6]   BASE SPECIFICITY IN THE INTERACTION OF ETHIDIUM WITH SYNTHETIC POLYRIBONUCLEOTIDES [J].
BABAYAN, Y ;
MANZINI, G ;
XODO, LE ;
QUADRIFOGLIO, F .
NUCLEIC ACIDS RESEARCH, 1987, 15 (14) :5803-5812
[7]   INTERACTION OF ETHIDIUM WITH SYNTHETIC DOUBLE-STRANDED POLYNUCLEOTIDES AT LOW IONIC-STRENGTH [J].
BAGULEY, BC ;
FALKENHAUG, EM .
NUCLEIC ACIDS RESEARCH, 1978, 5 (01) :161-171
[8]  
BAILLY C, 1992, MOL PHARMACOL, V41, P845
[9]   The binding mode of drugs to the TAR RNA of HIV-1 studied by electric linear dichroism [J].
Bailly, C ;
Colson, P ;
Houssier, C ;
Hamy, F .
NUCLEIC ACIDS RESEARCH, 1996, 24 (08) :1460-1464
[10]   Protonated structures of naturally occurring deoxyribonucleic acids and their interaction with berberine [J].
Bhadra, K ;
Kumar, GS ;
Das, S ;
Islam, MM ;
Maiti, M .
BIOORGANIC & MEDICINAL CHEMISTRY, 2005, 13 (16) :4851-4863