QUINACRINE - SPECTROSCOPIC PROPERTIES AND INTERACTIONS WITH POLYNUCLEOTIDES

被引:14
作者
DOGLIA, SM
ALBINSSON, B
HIORT, C
NORDEN, B
GRASLUND, A
机构
[1] CHALMERS UNIV TECHNOL,DEPT PHYS CHEM,S-41296 GOTHENBURG,SWEDEN
[2] DEPT MED BIOCHEM & BIOPHYS,S-90187 UMEA,SWEDEN
关键词
D O I
10.1002/bip.360330913
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
The acridine dye quinacrine and its interactions with calf thymus DNA, poly(dA-dT).poly(dA-dT), and poly(dG-dC).poly(dG-dC) were studied by light absorption, linear dichroism, and fluorescence spectroscopy. The transition moments of quinacrine give rise to absorption bands polarized along the short axis (400-480-nm band), and the long axis (345-nm and 290-nm bands) of the molecule, respectively. Linear dichroism studies show that quinacrine intercalates into calf thymus DNA as well as into the polynucleotides, displaying fairly homogeneous binding to poly (dA-dT).poly(dA-dT), but more than one type of intercalation site for calf thymus DNA and poly(dG-dC).poly(dG-dC). Fluorescence spectroscopy shows that for free quinacrine the pK = 8.1 between the mono- and diprotonated states also remains unchanged in the excited state. Quinacrine bound to calf thymus DNA and polynucleotides exhibits light absorption typical for the intercalated diprotonated form. The fluorescence enhancement of quinacrine bound to poly (dA-dT).poly(dA-dT) may be due to shielding from water interactions involving transient H-bond formation. The fluorescence quenching in poly (dG-dC).poly (dG-dC) may be due to excited state electron transfer from guanine to quinacrine. (C) 1993 John Wiley & Sons, Inc.
引用
收藏
页码:1431 / 1442
页数:12
相关论文
共 40 条
[1]   TIME-RESOLVED FLUORESCENCE-SPECTRUM OF QUINACRINE MUSTARD BOUND TO SYNTHETIC POLYNUCLEOTIDES [J].
ANDREONI, A ;
CUBEDDU, R ;
DESILVESTRI, S ;
LAPORTA, P .
CHEMICAL PHYSICS LETTERS, 1981, 80 (02) :323-326
[2]   STRUCTURE AND DYNAMICS OF MOTILIN - TIME-RESOLVED FLUORESCENCE OF PEPTIDE-HORMONE WITH SINGLE TYROSINE RESIDUE [J].
BACKLUND, BM ;
GRASLUND, A .
BIOPHYSICAL CHEMISTRY, 1992, 45 (01) :17-25
[3]   FLUORESCENCE-DETERMINED PREFERENTIAL BINDING OF QUINACRINE TO DNA [J].
BALDINI, G ;
DOGLIA, S ;
DOLCI, S ;
SASSI, G .
BIOPHYSICAL JOURNAL, 1981, 36 (03) :465-477
[4]   A MOLECULAR APPROACH TO 4',6-DIAMIDINE-2-PHENYLINDOLE (DAPI) PHOTOPHYSICAL BEHAVIOR AT DIFFERENT PH VALUES [J].
BARCELLONA, ML ;
GRATTON, E .
BIOPHYSICAL CHEMISTRY, 1991, 40 (03) :223-229
[5]   PICOSECOND STUDY OF THE LUMINESCENCE AND TRANSIENT ABSORPTION OF METHYLENE-BLUE POLYNUCLEOTIDE COMPLEXES [J].
BEDDARD, GS ;
KELLY, JM ;
VANDERPUTTEN, WJM .
JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1990, (19) :1346-1347
[6]  
BEECHEM JM, 1985, ANNU REV BIOCHEM, V54, P43, DOI 10.1146/annurev.biochem.54.1.43
[7]   ELECTRONIC ABSORPTION AND FLUORESCENCE SPECTROPHOTOMETRY OF QUINACRINE [J].
CAPOMACCHIA, AC ;
SCHULMAN, SG .
ANALYTICA CHIMICA ACTA, 1975, 77 (JUL) :79-85
[8]  
DAVIDSSON A, 1976, CHEM SCRIPTA, V9, P49
[9]   BINDING OF ETHIDIUM-BROMIDE TO SELF-COMPLEMENTARY DEOXYDINUCLEOTIDES [J].
DOGLIA, S ;
GRASLUND, A ;
EHRENBERG, A .
EUROPEAN JOURNAL OF BIOCHEMISTRY, 1983, 133 (01) :179-184
[10]  
DOGLIA S, 1986, ANTICANCER RES, V6, P1363