Photophysics and Light-Activated Biocidal Activity of Visible-Light-Absorbing Conjugated Oligomers

被引:40
作者
Parthasarathy, Anand [1 ]
Goswami, Subhadip [1 ]
Corbitt, Thomas S. [2 ,3 ]
Ji, Eunkyung [2 ,3 ]
Dascier, Dimitri [2 ,3 ]
Whitten, David G. [2 ,3 ]
Schanze, Kirk S. [1 ]
机构
[1] Univ Florida, Dept Chem, Gainesville, FL 32611 USA
[2] Univ New Mexico, Dept Chem & Nucl Engn, Albuquerque, NM 87131 USA
[3] Univ New Mexico, Ctr Biomed Engn, Albuquerque, NM 87131 USA
关键词
conjugated oligomer; singlet oxygen; light activated biocide; donor-acceptor; ANTIBACTERIAL ACTIVITY; BAND-GAP; POLYMERS; ELECTRON; SURFACES; ATOM;
D O I
10.1021/am400282p
中图分类号
TB3 [工程材料学];
学科分类号
0805 ; 080502 ;
摘要
The photophysical properties of three cationic pi-conjugated oligomers were correlated with their visible light activated biocidal activity vs S. aureus. The oligomers contain three arylene units (terthiophene, 4a; thiophene-benzotriazole-thiophene, 4b; thiophene-benzothiadiazole-thiophene, 4c) capped on each end by cationic -(CH2)(3)NMe3+ group. The oligomers absorb in the visible region due to their donor-acceptor-donor electronic structure. Oligomers 4a and 4b have high intersystem crossing and singlet oxygen sensitization efficiency, but 4c has a very low intersystem crossing efficiency and it does not sensitize singlet oxygen. The biocidal activity of the oligomers under visible light varies in the order 4a > 4b approximate to 4c.
引用
收藏
页码:4516 / 4520
页数:5
相关论文
共 28 条
  • [1] Membrane activity of biomimetic facially amphiphilic antibiotics
    Arnt, L
    Rennie, JR
    Linser, S
    Willumeit, R
    Tew, GN
    [J]. JOURNAL OF PHYSICAL CHEMISTRY B, 2006, 110 (08) : 3527 - 3532
  • [2] Spectral Engineering in π-Conjugated Polymers with Intramolecular Donor-Acceptor Interactions
    Beaujuge, Pierre M.
    Amb, Chad M.
    Reynolds, John R.
    [J]. ACCOUNTS OF CHEMICAL RESEARCH, 2010, 43 (11) : 1396 - 1407
  • [3] Singlet oxygen photosensitizing properties of bithiophene and terthiophene derivatives
    Boch, R
    Mehta, B
    Connolly, T
    Durst, T
    Arnason, JT
    Redmond, RW
    Scaiano, JC
    [J]. JOURNAL OF PHOTOCHEMISTRY AND PHOTOBIOLOGY A-CHEMISTRY, 1996, 93 (01) : 39 - 47
  • [4] Rapid Evaluation of the Antibacterial Activity of Arylene-Ethynylene Compounds
    Corbitt, Thomas S.
    Zhou, Zhijun
    Tang, Yanli
    Graves, Steven W.
    Whitten, David G.
    [J]. ACS APPLIED MATERIALS & INTERFACES, 2011, 3 (08) : 2938 - 2943
  • [5] Low-Bandgap Donor-Acceptor Conjugated Polymer Sensitizers for Dye-Sensitized Solar Cells
    Fang, Zhen
    Eshbaugh, Aaron A.
    Schanze, Kirk S.
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2011, 133 (09) : 3063 - 3069
  • [6] Farley R. T., 2007, THESIS U FLORIDA GAI
  • [7] ALTERNATE DONOR-ACCEPTOR SMALL-BAND-GAP SEMICONDUCTING POLYMERS - POLYSQUARAINES AND POLYCROCONAINES
    HAVINGA, EE
    TENHOEVE, W
    WYNBERG, H
    [J]. SYNTHETIC METALS, 1993, 55 (01) : 299 - 306
  • [8] Molecular Dynamics Simulation Study of the Interaction of Cationic Biocides with Lipid Bilayers: Aggregation Effects and Bilayer Damage
    Hill, Eric H.
    Stratton, Kelly
    Whitten, David G.
    Evans, Deborah G.
    [J]. LANGMUIR, 2012, 28 (42) : 14849 - 14854
  • [9] Nonleaching antibacterial glass surfaces via "Grafting Onto": The effect of the number of quaternary ammonium groups on biocidal activity
    Huang, Jinyu
    Koepsel, Richard R.
    Murata, Hironobu
    Wu, Wei
    Lee, Sang Beom
    Kowalewski, Tomasz
    Russell, Alan J.
    Matyjaszewski, Krzysztof
    [J]. LANGMUIR, 2008, 24 (13) : 6785 - 6795
  • [10] Light and Dark-Activated Biocidal Activity of Conjugated Polyelectrolytes
    Ji, Eunkyung
    Corbitt, Thomas S.
    Parthasarathy, Anand
    Schanzes, Kirk S.
    Whitten, David G.
    [J]. ACS APPLIED MATERIALS & INTERFACES, 2011, 3 (08) : 2820 - 2829