Effect of surfactant chain length on the binding interaction of a biological photosensitizer with cationic micelles

被引:57
作者
Chakrabarty, Alok [1 ]
Das, Paramita [1 ]
Mallick, Arabinda [2 ]
Chattopadhyay, Nitin [1 ]
机构
[1] Jadavpur Univ, Dept Chem, Kolkata 700032, India
[2] Osaka Univ, Grad Sch Engn Sci, Div Frontier Mat Sci, Toyonaka, Osaka 5608531, Japan
关键词
D O I
10.1021/jp709818d
中图分类号
O64 [物理化学(理论化学)、化学物理学];
学科分类号
070304 ; 081704 ;
摘要
Steady-state and time-resolved fluorometric techniques have been exploited to study the photophysical and distribution behavior of an efficient cancer cell photosensitizer, norharmane (NHM), in well-characterized, biomimicking nanocavities formed by cationic micelles with varying surfactant chain length. Amphiphiles like dodecyl trimethyl ammonium bromide (DTAB), tetradecyl trimethyl ammonium bromide (TTAB), and cetyl trimethyl ammonium bromide (CTAB) have been used for the purpose. Emission behavior of NHM is very much dependent on the surfactant concentration as well as their hydrophobic chain length. The binding constant (K) and free-energy change (AG) for the interaction of NHM with the cationic micelles have been determined from the fluorescence data. Polarity of the microenvironment around the probe has been determined in the cationic micellar environments from a comparison of the variation of fluorescence properties of the two-prototropic species of the probe in water/dioxane mixture with varying composition. Experimental results demonstrate that the variation in the cationic surfactant chain length plays an important role in promoting a specific prototropic form of the probe molecule. Fluorescence decays are biexponential in all the micelles indicating that the probe molecules are distributed between the two distinct regions of the micelles. The population of the component with a longer lifetime corresponds to the probe in the head group site, while the short-lived component comes from the probe bound to the core region of the micelles. On the basis of the lifetime measurements, the partitioning behavior of the chromophore in the head group and in the core regions in the micelles has been determined.
引用
收藏
页码:3684 / 3692
页数:9
相关论文
共 52 条
[1]   DYNAMIC AND STATIC ASPECTS OF SOLUBILIZATION OF NEUTRAL ARENES IN IONIC MICELLAR SOLUTIONS [J].
ALMGREN, M ;
GRIESER, F ;
THOMAS, JK .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1979, 101 (02) :279-291
[2]   Comprehensive photochemistry and photophysics of land- and marine-based β-carbolines employing time-resolved emission and flash transient spectroscopy [J].
Becker, RS ;
Ferreira, LFV ;
Elisei, F ;
Machado, I ;
Latterini, L .
PHOTOCHEMISTRY AND PHOTOBIOLOGY, 2005, 81 (05) :1195-1204
[3]   EFFECT OF COUNTERION ON THE SIZE AND CHARGE OF ALKYLTRIMETHYLAMMONIUM HALIDE MICELLES AS A FUNCTION OF CHAIN-LENGTH AND CONCENTRATION AS DETERMINED BY SMALL-ANGLE NEUTRON-SCATTERING [J].
BERR, S ;
JONES, RRM ;
JOHNSON, JS .
JOURNAL OF PHYSICAL CHEMISTRY, 1992, 96 (13) :5611-5614
[4]   ENVIRONMENTAL AND MAGNETIC-FIELD EFFECTS ON EXCIPLEX AND TWISTED CHARGE-TRANSFER EMISSION [J].
BHATTACHARYYA, K ;
CHOWDHURY, M .
CHEMICAL REVIEWS, 1993, 93 (01) :507-535
[5]   SURFACE-TENSION MEASUREMENTS SHOW THAT CHAOTROPIC SALTING-IN DENATURANTS ARE NOT JUST WATER-STRUCTURE BREAKERS [J].
BRESLOW, R ;
GUO, T .
PROCEEDINGS OF THE NATIONAL ACADEMY OF SCIENCES OF THE UNITED STATES OF AMERICA, 1990, 87 (01) :167-169
[6]   Dynamic partitioning of an aromatic probe between the headgroup and core regions of cationic micelles [J].
Cang, H ;
Brace, DD ;
Fayer, MD .
JOURNAL OF PHYSICAL CHEMISTRY B, 2001, 105 (41) :10007-10015
[7]  
CHAE KH, 1987, B KOREAN CHEM SOC, V7, P478
[8]   Surfactant chain-length-dependent modulation of the prototropic transformation of a biological photosensitizer: Norharmane in anionic micelles [J].
Chakrabarty, Alok ;
Mallick, Arabinda ;
Haldar, Basudeb ;
Purkayastha, Pradipta ;
Das, Paramita ;
Chattopadhyay, Nitin .
LANGMUIR, 2007, 23 (09) :4842-4848
[9]   Binding interaction of a biological photosensitizer with serum albumins: A biophysical study [J].
Chakrabarty, Alok ;
Mallick, Arabinda ;
Haldar, Basudeb ;
Das, Paramita ;
Chattopadhyay, Nitin .
BIOMACROMOLECULES, 2007, 8 (03) :920-927
[10]   Effect of alkyl chain length and size of the headgroups of the surfactant on solvent and rotational relaxation of Coumarin 480 in micelles and mixed micelles [J].
Chakrabarty, D ;
Chakraborty, A ;
Seth, D ;
Hazra, P ;
Sarkar, N .
JOURNAL OF CHEMICAL PHYSICS, 2005, 122 (18)