Interaction of 9,10-anthraquinone with adenine and 2′-deoxyadenosine

被引:10
作者
Bose, Adity [1 ]
Sarkar, Achintya K. [2 ]
Basu, Samita [1 ]
机构
[1] Saha Inst Nucl Phys, Div Chem Sci, Kolkata 700064, India
[2] Presidency Coll, Dept Chem, Kolkata 700073, India
关键词
9,10-anthraquinone; adenine; 2 '-deoxyadenosine; magnetic field effect; hydrogen bonding; aromaticity;
D O I
10.1016/j.bpc.2008.04.011
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
Laser flash photolysis has been used for the study of the interaction of 9,10-anthraquinone (AQ) with the DNA base, adenine (A) and its corresponding nucleoside, 2'-deoxyadenosine (dA). This study has provided two very important observations. AQ has been found to support electron transfer in different categories of media, acetonitrile/water on one hand and SDS micelles on other. While in our earlier work 2-methyl 1,4-naphthoquinone was found to undergo a switchover in reactivity a. Am. Chem. Soc. 126 (2004) 1058910593). Again A and dA are found to behave differently on account of an extra sugar unit, which not only affects the rate of reaction but the reaction pathway has been found to be modified too. (C) 2008 Elsevier B.V. All rights reserved.
引用
收藏
页码:59 / 65
页数:7
相关论文
共 38 条
[1]   Near-UV photolysis of 2-Methyl-1,4-naphthoquinone-DNA duplexes: Characterization of reversible and stable interstrand cross-links between quinone and adenine moieties [J].
Bergeron, Francois ;
Klarskov, Klaus ;
Hunting, Darel J. ;
Wagner, J. Richard .
CHEMICAL RESEARCH IN TOXICOLOGY, 2007, 20 (05) :745-756
[2]   Near-UV induced interstrand cross-links in anthraquinone-DNA duplexes [J].
Bergeron, Francois ;
Nair, Vandana K. ;
Wagner, J. Richard .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2006, 128 (46) :14798-14799
[3]   ENVIRONMENTAL AND MAGNETIC-FIELD EFFECTS ON EXCIPLEX AND TWISTED CHARGE-TRANSFER EMISSION [J].
BHATTACHARYYA, K ;
CHOWDHURY, M .
CHEMICAL REVIEWS, 1993, 93 (01) :507-535
[4]  
BOSE A, SCI TECHNOL IN PRESS
[5]  
BOSE A, J PHYS CH A IN PRESS
[6]   Structure-dependent switchover of reaction modes: A laser flash photolysis and magnetic field effect study [J].
Bose, Adity ;
Dey, Debarati ;
Basu, Samita .
JOURNAL OF PHOTOCHEMISTRY AND PHOTOBIOLOGY A-CHEMISTRY, 2007, 186 (2-3) :130-134
[7]   MAGNETIC-FIELD EFFECTS ON REACTION YIELDS IN THE SOLID-STATE - AN EXAMPLE FROM PHOTOSYNTHETIC REACTION CENTERS [J].
BOXER, SG ;
CHIDSEY, CED ;
ROELOFS, MG .
ANNUAL REVIEW OF PHYSICAL CHEMISTRY, 1983, 34 :389-417
[8]   Anthraquinone photonucleases: Mechanisms for GG-selective and nonselective cleavage of double-stranded DNA [J].
Breslin, DT ;
Schuster, GB .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1996, 118 (10) :2311-2319
[9]   Interactions between 9,10-anthraquinone and aromatic amines in homogeneous and micellar media: A laser flash photolysis and magnetic field effect study [J].
Chowdhury, Adity ;
Basu, Samita .
JOURNAL OF LUMINESCENCE, 2006, 121 (01) :113-122
[10]   The 254 nm low intensity and 266 nm laser photochemistry of adenosine -: Effect of pH and concentration on the reactive precursors of the principal products, adenine and FAPyAde [J].
Crespo-Hernández, CE ;
Martínez, L ;
González-Sierra, AE ;
Robles-Irizarry, L ;
Díaz-Vázquez, A ;
Arce, R .
JOURNAL OF PHOTOCHEMISTRY AND PHOTOBIOLOGY A-CHEMISTRY, 2002, 152 (1-3) :123-133