Online citations, reference lists, and bibliographies.
← Back to Search

Singlet Oxygen Photosensitizing Properties Of Bithiophene And Terthiophene Derivatives

R. Boch, B. Mehta, T. J. Connolly, T. Durst, J. Arnason, R. Redmond, J. Scaiano
Published 1996 · Chemistry

Cite This
Download PDF
Analyze on Scholarcy
Share
Abstract An extensive set of thiophene intervals has been evaluated to determined their sensitized quantum yields for singlet oxygen generation in solution. The values have been determined using laser excitation and time-resolved detection of the near-IR phosphorescence from singlet oxygen. Values determined in this work, cited in earlier publications and thesis dissertations, as well as those in the literature have been combined in an extensive set of tables providing an up-to-date compilation of these efficiencies. These values are independently being used to derive quantitative structure-activity relationships (QSARs) whereby an optimum set of physical parameters for the phototoxicity to a desired target organism may be ascertained.
This paper references
10.1016/0048-3575(91)90063-R
Thiophenes as mosquito larvicides: Structure-toxicity relationship analysis
R. Marles (1991)
10.1021/ja00384a070
Lifetime of oxygen (O2(1.DELTA.g)) in liquid water as determined by time-resolved infrared luminescence measurements
M. Rodgers (1982)
10.1016/0009-2614(88)80325-7
Time-resolved thermal lensing and phosphorescence studies on photosensitized singlet molecular oxygen formation. Influence of the electronic configuration of the sensitizer on sensitization efficiency
R. Redmond (1988)
10.1111/j.1751-1097.1993.tb09556.x
THE ANTI‐HIV ACTIVITIES OF PHOTOACTIVE TERTHIOPHENES
J. Hudson (1993)
10.1246/BCSJ.58.1063
The Use of N,N-Dimethylformamide–Sulfonyl Chloride Complex for the Preparation of Thiophenesulfonyl Chlorides
T. Sone (1985)
CRC handbook of organic photochemistry
J. Scaiano (1989)
10.1021/JA00301A005
Exploratory study of the intermolecular reactivity of excited diphenylmethyl radicals
J. Scaiano (1985)
10.1021/JA00002A031
Preparation and spectroscopic characterization of polarons and bipolarons of thiophene oligomers within the channels of pentasil zeolites : the evolution of organic radical ions into conducting polymers
J. V. Caspar (1991)
10.1021/CM00043A017
Photochemistry Of Electronically Conducting Poly(3-alkylthiophenes) Containing FeCl4- Counter Ions
M. Abdou (1994)
10.1016/S0040-4020(01)81692-6
Synthesis and characterization of alkyl-, halo- and hetero-substituted derivatives of the potent phototoxin α-terthienyl
A. M. Eachern (1988)
10.1021/CM00016A010
Photophysical and photochemical studies of phenothiazine and some derivatives: exploratory studies of novel photosensitizers for photoresist technology
M. Barra (1991)
10.1111/j.1751-1097.1985.tb03439.x
EXCITED STATE PROPERTIES OF ∝aL‐TERTHIENYL and RELATED MOLECULES
J. P. Reyftmann (1985)
10.1016/1011-1344(88)85064-4
Photosensitization: Molecular, cellular and medical aspects : edited by G. Moreno, R. H. Pottier and T. G. Truscott; NATO ASI Series H (Cell Biology), Vol. 15; published by Springer, Berlin, 1988
R. Santus (1988)
10.1016/1011-1344(89)80059-4
Photosensitization with α-terthienyl: the formation of superoxide ion in aqueous media
J. Kagan (1989)
10.1021/JA00071A064
First observation of phosphorescence from .pi.-conjugated polymers
B. Xu (1993)
10.1021/J100561A023
Laser intensity measurements by chemical actinometry. A photooxygenation actinometer
J. Demas (1976)
10.1111/j.1751-1097.1986.tb09501.x
DIRECT DETECTION OF SINGLET OXYGEN SENSITIZED BY HAEMATOPORPHYRIN AND RELATED COMPOUNDS
J. P. Keene (1986)
10.1007/978-3-642-73151-8_13
Absolute Determination of Quantum Yields of Photosensitization by Time Resolved Thermal Lensing
R. Redmond (1988)
10.1002/JHET.5570280239
Synthesis and characterization of alkyl‐, alkenyl‐, acyl‐ and nitrogen‐substituted derivatives of the potent phototoxin α‐terthiophene
C. Soucy-Breau (1991)
10.1021/JA00546A018
Solvent effects in the photochemistry of xanthone
J. Scaiano (1980)
10.1016/1010-6030(94)03802-3
Generation of singlet oxygen by 2,2′:5′,2″-terthiophene and some of its derivatives
M. Ciofalo (1994)
10.1111/j.1751-1097.1992.tb02191.x
STRUCTURE‐ACTIVITY STUDIES OF PHOTOACTIVATED ANTIVIRAL AND CYTOTOXIC TRICYCLIC THIOPHENES
R. Marles (1992)
10.1111/j.1751-1097.1987.tb04756.x
SINGLET OXYGEN GENERATING EFFICIENCY OF α‐TERTHIENYL and SOME OF ITS SYNTHETIC ANALOGUES *
J. Scaiano (1987)
10.1111/j.1751-1097.1990.tb08663.x
EFFICIENCY OF THE PHOTOPROCESSES LEADING TO SINGLET OXYGEN ( 1 δg) GENERATION BY α‐TERTHIENYL: OPTICAL ABSORPTION, OPTOACOUSTIC CALORIMETRY AND INFRARED LUMINESCENCE STUDIES*
J. Scaiano (1990)



This paper is referenced by
10.1016/S0009-2614(98)00061-X
α-Terthiophene in non-ionic Triton X-100 micelles: biphotonic creation of its radical cation
L. Viaene (1998)
10.1016/J.JPHOTOBIOL.2007.05.006
The synthesis and photolarvicidal activity of 2,5-diarylethynylthiophenes.
Ren-Hai Wu (2007)
10.1016/B978-0-12-388406-0.00002-6
Photochemical and Photophysical Behavior of Thiophene
M. D'auria (2011)
10.1016/S0009-2614(97)00911-1
Observation of α-terthiophene excited dimer fluorescence in aqueous solutions of γ-cyclodextrin
S. D. Feyter (1997)
10.1016/S1010-6030(96)04587-X
Laser flash photolysis of dinapthyl ketones
S. Jovanovic (1997)
10.1016/J.JPHOTOCHEM.2008.12.004
Monomolecular-layer assembly of oligothiophene on glass wafer surface and its fluorescence sensitization by formaldehyde vapor
T. Liu (2009)
10.1002/chem.201100142
Push-pull amino succinimidyl ester thiophene-based fluorescent dyes: synthesis and optical characterization.
G. Sotgiu (2011)
10.1002/chem.202000587
Wavelength-dependent singlet oxygen generation in luminescent lanthanide complexes with a pyridine-bis(carboxamide)-terthiophene sensitizer.
A. de Bettencourt-Dias (2020)
10.1039/c3pp50261a
Micellar control of the photooxidation pathways of 10-methyl phenothiazine: electron versus energy transfer mechanisms.
T. Manju (2014)
10.1016/j.phymed.2019.152985
The photoactivity of natural products - An overlooked potential of phytomedicines?
B. Siewert (2019)
10.1002/9781118696880.CH1
(Non‐) Covalently Modified DNA with Novel Functions
G. Burley (2015)
10.1021/am400282p
Photophysics and light-activated biocidal activity of visible-light-absorbing conjugated oligomers.
A. Parthasarathy (2013)
10.1111/j.1751-1097.1997.tb08640.x
Continuous Photoreduction of Methyl Viologen Using Disubstituted Terthiophenes and EDTA in Aqueous Solution
Y. Kim (1997)
10.1002/pca.2889
Recognition of antioxidants and photosensitizers in Dyssodia pinnata by EPR spectroscopy.
Amira Arciniegas (2019)
10.1111/j.1751-1097.1998.tb02539.x
Light Dose and Time Dependency of Photodynamic Cell Membrane Damage
T. Saito (1998)
10.1093/JAC/42.1.13
Photodynamic antimicrobial chemotherapy (PACT).
M. Wainwright (1998)
10.1016/J.BMC.2014.06.051
Thiophenes, polyacetylenes and terpenes from the aerial parts of Eclipata prostrate.
Feng-Min Xi (2014)
10.1111/j.1751-1097.1997.tb08601.x
The Excited States of Melatonin
M. King (1997)
Review Photodynamic antimicrobial chemotherapy (PACT)
M. Wainwright (1998)
10.1111/j.1751-1097.1996.tb02426.x
Study of Photoinduced Energy and Electron Transfer in α‐Terthienyl‐Bovine Serum Albumin Conjugates: A Laser Flash Photolysis Study *
R. Boch (1996)
10.1039/c2pp25244a
Self sensitized photooxidation of N-methyl phenothiazine: acidity control of the competition between electron and energy transfer mechanisms.
T. Manju (2012)
10.1080/10934529.2013.815488
Removal of sulfur compounds from diesel using ArF laser and oxygen
M. Gondal (2013)
10.1016/S1011-1344(01)00167-1
Phototoxic process after rapid photosensitive membrane damage of 5,5"-bis(aminomethyl)-2,2':5',2"-terthiophene dihydrochloride.
T. Saito (2001)
10.1016/J.MOLSTRUC.2006.10.020
Electronic spectroscopy study and molecular docking simulation of the interaction of terthiophene with DNA
J. Navarrete (2007)
10.1016/j.chemosphere.2008.01.035
Laser photo-oxidative degradation of 4,6-dimethyldibenzothiophene.
M. A. Gondal (2008)
10.1016/J.TET.2005.04.017
Advances in singlet oxygen chemistry
E. Clennan (2005)
10.1039/d0dt01034k
Luminescent lanthanide complexes with a pyridine-bis(carboxamide)-bithiophene sensitizer showing wavelength-dependent singlet oxygen generation.
Katherine R Johnson (2020)
10.1016/j.jphotobiol.2008.09.009
Triplet excited state characters and photosensitization mechanisms of alpha-terthienyl: a theoretical study.
Hong-fang Ji (2009)
10.1111/J.1751-1097.1999.TB08240.X
A Compilation of Singlet Oxygen Yields from Biologically Relevant Molecules
R. Redmond (1999)
10.1002/9781118696880.CH1.2
π-Conjugated DNA Binders: Optoelectronics, Molecular Diagnostics and Therapeutics
N. Buurma (2017)
10.1016/S1010-6030(01)00470-1
Spectroscopic determination of very low quantum yield of singlet oxygen formation photosensitized by industrial dyes
S. Yamaguchi (2001)
10.1002/chem.202001568
Photocytotoxicity of Oligothienyl-functionalized Chelates that Sensitize LnIII Luminescence and Generate 1O2.
Katherine R Johnson (2020)
See more
Semantic Scholar Logo Some data provided by SemanticScholar