Tryptophan-derived ultraviolet filter compounds covalently bound to lens proteins are photosensitizers of oxidative damage

Free Radical Biology & Medicine
Jasminka MizdrakM J Davies

Abstract

The human eye is chronically exposed to light of wavelengths >300 nm. In the young human lens, light of wavelength 300-400 nm is predominantly absorbed by the free Trp derivatives kynurenine (Kyn), 3-hydroxykynurenine (3OHKyn), and 3-hydroxykynurenine-O-beta-D-glucoside (3OHKynG). These ultraviolet (UV) filter compounds are poor photosensitizers. With age, the levels of the free UV filters in the lens decreases and those of protein-bound UV filters increases. The photochemical behavior of these protein-bound UV filters and their role in UV damage are poorly elucidated and are examined here. UVA illumination of protein-bound UV filters generated peroxides (principally H2O2) in a metabolite-, photolysis-time-, and wavelength-dependent manner. Unmodified proteins, free Trp metabolites, and Trp metabolites that do not bind to lens proteins gave low peroxide yields. Protein-bound 3OHKyn (principally at Cys residues) yielded more peroxide than comparable Kyn and 3OHKynG adducts. Studies using D2O and sodium azide implicated 1O2 as a key intermediate. Illumination of the protein-bound adducts also yielded protein-bound Tyr oxidation products (DOPA, di-tyrosine) and protein cross-links via alternative mechanisms. These data indicate th...Continue Reading

References

Nov 1, 1977·European Journal of Cancer : Official Journal for European Organization for Research and Treatment of Cancer (EORTC) [and] European Association for Cancer Research (EACR)·C AubertC Lipcey
Dec 1, 1978·Experimental Eye Research·J A KrampsJ Wollensak
May 27, 1977·Biochimica Et Biophysica Acta·R J Truscott, R C Augusteyn
Aug 1, 1977·Experimental Eye Research·R J Truscott, R C Augusteyn
Jul 11, 1991·Photochemistry and Photobiology·C M KrishnaD Balasubramanian
Oct 1, 1990·Photochemistry and Photobiology·J DillonS J Atherton
Apr 1, 1990·Photochemistry and Photobiology·J Dillon, S J Atherton
Jul 1, 1974·Experimental Eye Research·K J Dilley, A Pirie
Apr 9, 1971·Nature·R Van Heyningen
Jun 1, 1994·The British Journal of Ophthalmology·P J Dolin
Aug 1, 1993·Experimental Eye Research·G M Stutchbury, R J Truscott
Mar 1, 1993·Experimental Eye Research·A M Wood, R J Truscott
Sep 1, 1996·Journal of Photochemistry and Photobiology. B, Biology·H R ShenJ Kopecek
Jul 1, 1996·Experimental Eye Research·M LinetskyB J Ortwerth
Mar 1, 1997·Photochemistry and Photobiology·M Linetsky, B J Ortwerth
Oct 24, 1998·The Journal of Biological Chemistry·S FuR Truscott
Sep 2, 1999·Biochemistry·J A AquilinaR J Truscott
Jan 21, 2000·Free Radical Biology & Medicine·M J DaviesR T Dean
Apr 20, 2000·Redox Report : Communications in Free Radical Research·J A Aquilina
Mar 14, 2001·Biochimica Et Biophysica Acta·C L Hawkins, M J Davies
Dec 1, 2001·The Journal of Biological Chemistry·Santiago VazquezRoger J W Truscott
May 2, 2002·Biochimica Et Biophysica Acta·J A Aquilina, R J W Truscott
Jul 26, 2002·Experimental Eye Research·Lisa M TaylorRoger J W Truscott
Jan 23, 2003·International Journal of Toxicology·David H Sliney
Oct 22, 2003·Epidemiology·Rachel E NealeAdèle C Green
Jan 27, 2004·Photochemical & Photobiological Sciences : Official Journal of the European Photochemistry Association and the European Society for Photobiology·Michael J Davies
Sep 30, 2004·Free Radical Biology & Medicine·Nicole R ParkerRoger J W Truscott
May 3, 2005·Experimental Eye Research·Roger J W Truscott
Feb 8, 2006·Biochemistry·Anastasia KorlimbinisJ Andrew Aquilina
Apr 29, 2006·Diabetes Research and Clinical Practice·R J TappUNKNOWN AusDiab Study Group
Mar 29, 2007·Investigative Ophthalmology & Visual Science·Anastasia KorlimbinisRoger J W Truscott

❮ Previous
Next ❯

Citations

Jan 22, 2010·Amino Acids·Anita J GrosvenorJolon M Dyer
Dec 15, 2012·Nature Reviews. Drug Discovery·László VécseiJózsef Toldi
Mar 20, 2012·Antioxidants & Redox Signaling·Maria B Feeney, Christian Schöneich
Mar 17, 2010·Rejuvenation Research·Roger John Willis Truscott
Sep 11, 2010·Ophthalmic Research·David C BeebeYing-Bo Shui
May 6, 2015·International Journal of Molecular Sciences·Zsuzsanna BohárLászló Vécsei
Apr 23, 2009·Journal of Pharmaceutical Sciences·Shouvik RoyBruce A Kerwin
Apr 24, 2012·Trends in Molecular Medicine·Kate L Moreau, Jonathan A King
May 18, 2010·Progress in Retinal and Eye Research·Roger J W Truscott, Xiangjia Zhu
May 26, 2009·Biochimica Et Biophysica Acta·K Krishna Sharma, Puttur Santhoshkumar
Jun 22, 2012·Acta Ophthalmologica·Elena ProkofyevaEberhart Zrenner
Jun 12, 2013·Rapid Communications in Mass Spectrometry : RCM·Gabriella LeoLeila Birolo
Jan 12, 2016·Physical Chemistry Chemical Physics : PCCP·P S SherinYu P Tsentalovich
Jan 1, 2015·Nature Reviews. Disease Primers·Dennis LamDavid F Chang
Apr 3, 2014·Photochemical & Photobiological Sciences : Official Journal of the European Photochemistry Association and the European Society for Photobiology·Alena KnakWolfgang Bäumler
Jul 24, 2014·The Journal of Physical Chemistry. B·Deniz TunaWolfgang Domcke
Aug 23, 2011·Photochemical & Photobiological Sciences : Official Journal of the European Photochemistry Association and the European Society for Photobiology·David I PattisonMichael J Davies
Dec 22, 2012·Photochemical & Photobiological Sciences : Official Journal of the European Photochemistry Association and the European Society for Photobiology·Ekaterina A ZelentsovaYuri P Tsentalovich
Sep 28, 2016·Scientific Reports·Christos SkourasDamian J Mole
May 26, 2017·PloS One·Sibel CetinelCarlo Montemagno
May 24, 2018·Physical Chemistry Chemical Physics : PCCP·Peter S SherinEnrico Benassi
Jul 10, 2010·Physical Chemistry Chemical Physics : PCCP·Vadim V YansholeYuri P Tsentalovich
Feb 15, 2019·Experimental & Molecular Medicine·Xiaozhong ZhengDamian J Mole
Dec 18, 2019·Essays in Biochemistry·Eduardo Fuentes-Lemus, Camilo López-Alarcón
Dec 12, 2018·PLoS Computational Biology·Aleksandr V ZhuravlevElena V Savvateeva-Popova
Feb 6, 2020·Pharmaceutical Research·Christian Schöneich
Oct 4, 2008·Antioxidants & Redox Signaling·Viviana M Berthoud, Eric C Beyer
Jun 23, 2019·Graefe's Archive for Clinical and Experimental Ophthalmology = Albrecht Von Graefes Archiv Für Klinische Und Experimentelle Ophthalmologie·Farzin KamariHassan Aslani
Feb 12, 2021·Chembiochem : a European Journal of Chemical Biology·Megan A RochaRachel W Martin
Mar 20, 2009·The Journal of Physical Chemistry. B·Peter S SherinEric Vauthey
Apr 27, 2021·Bioorganic & Medicinal Chemistry·Rossella Capochiani de IudicibusLai-Ming Ching
Aug 21, 2010·The Journal of Physical Chemistry. B·Peter S SherinEric Vauthey
Jul 13, 2019·ACS Chemical Neuroscience·Andrea CapucciatiStefania Nicolis

❮ Previous
Next ❯

Related Concepts

Trending Feeds

COVID-19

Coronaviruses encompass a large family of viruses that cause the common cold as well as more serious diseases, such as the ongoing outbreak of coronavirus disease 2019 (COVID-19; formally known as 2019-nCoV). Coronaviruses can spread from animals to humans; symptoms include fever, cough, shortness of breath, and breathing difficulties; in more severe cases, infection can lead to death. This feed covers recent research on COVID-19.

Blastomycosis

Blastomycosis fungal infections spread through inhaling Blastomyces dermatitidis spores. Discover the latest research on blastomycosis fungal infections here.

Nuclear Pore Complex in ALS/FTD

Alterations in nucleocytoplasmic transport, controlled by the nuclear pore complex, may be involved in the pathomechanism underlying multiple neurodegenerative diseases including Amyotrophic Lateral Sclerosis and Frontotemporal Dementia. Here is the latest research on the nuclear pore complex in ALS and FTD.

Applications of Molecular Barcoding

The concept of molecular barcoding is that each original DNA or RNA molecule is attached to a unique sequence barcode. Sequence reads having different barcodes represent different original molecules, while sequence reads having the same barcode are results of PCR duplication from one original molecule. Discover the latest research on molecular barcoding here.

Chronic Fatigue Syndrome

Chronic fatigue syndrome is a disease characterized by unexplained disabling fatigue; the pathology of which is incompletely understood. Discover the latest research on chronic fatigue syndrome here.

Evolution of Pluripotency

Pluripotency refers to the ability of a cell to develop into three primary germ cell layers of the embryo. This feed focuses on the mechanisms that underlie the evolution of pluripotency. Here is the latest research.

Position Effect Variegation

Position Effect Variagation occurs when a gene is inactivated due to its positioning near heterochromatic regions within a chromosome. Discover the latest research on Position Effect Variagation here.

STING Receptor Agonists

Stimulator of IFN genes (STING) are a group of transmembrane proteins that are involved in the induction of type I interferon that is important in the innate immune response. The stimulation of STING has been an active area of research in the treatment of cancer and infectious diseases. Here is the latest research on STING receptor agonists.

Microbicide

Microbicides are products that can be applied to vaginal or rectal mucosal surfaces with the goal of preventing, or at least significantly reducing, the transmission of sexually transmitted infections. Here is the latest research on microbicides.