| Автор | Silva, Eduardo |
| Автор | Quina, Frank H. |
| Дата выпуска | 2006 |
| ISBN | 978-0-85404-331-6 |
| dc.description | In this chapter, the photochemical processes that can affect the eye lens as the result of the passage of the incident light required for vision are described, with special emphasis on those that involve sensitizers that are endogenous or that are age dependent. Riboflavin and the kynurenines are two of these endogenous photosensitizers present in the mammalian eye lens. Upon aging, the lens also accumulates brown fluorophores, derived mainly from the Maillard reaction between vitamin C oxidation products and lysine residues of the crystallins, which exhibit photochemical activity as sensitizers in the UVA and visible region. Although the riboflavin concentration in the lens is very low, the occurrence of in vivo riboflavin-mediated photoprocesses has been demonstrated. The present study quantifies the photosensitizing activity of advanced glycation end products (AGEs) at various oxygen pressures and compares this activity to that of lenticular riboflavin (RF), employing ascorbate and tryptophan (Trp) as the targets of the photochemical modifications. The comparison of the real effect of these two sensitizers in the eye lens takes into account (i) the solar irradiance spectrum; (ii) the absorption properties of AGEs and RF at the concentrations found in the eye lens; and (iii) the quantum yields for the AGEs- and RF-sensitized modification of Trp. |
| Формат | application.pdf |
| Издатель | Royal Society of Chemistry |
| Название | Chapter 7. Photoinduced Processes in the Eye Lens: Do Flavins Really Play a Role? |
| Тип | other |
| DOI | 10.1039/9781847555397-00131 |
| Print ISSN | 2041-9716 |
| Журнал | Flavins Photochemistry and Photobiology: Volume 6 |
| Том | 6 |
| Первая страница | 131 |
| Последняя страница | 149 |
| Аффилиация | Silva Eduardo; Laboratorio de QuÃmica Biológica, Facultad de QuÃmica |
| Аффилиация | Quina Frank H.; Instituto de QuÃmica |
| Библиографическая ссылка | R.C. Augusteyn, The effect of light deprivation on the mouse lens, Exp. Eye Res., 1988, 66, 669, 674 |
| Библиографическая ссылка | S.D. Varma, D. Chand, Y.R. Sharma, J.F. Kuck Jr., R.D. Richards, Oxidative stress on lens and cataract formation: role of light and oxygen, Curr. Eye Res., 1984, 3, 35, 57 |
| Библиографическая ссылка | A. Spector, G.-M. Wang, R.-R. Wang, Photochemically induced cataracts in rat lenses can be prevented by AL-3823 A, a glutathione peroxidase mimic, Proc. Natl. Acad. Sci. USA, 1993, 90, 7485, 7489 |
| Библиографическая ссылка | A. Spector, G.-M. Wang, R.-R. Wang, The prevention of cataract caused by oxidative stress in cultured rat lenses. II. Early effects of photochemical stress and recovery, Exp. Eye Res., 1993, 57, 659, 667 |
| Библиографическая ссылка | A. Spector, G.-M. Wang, R.-R. Wang, W. Garner, M. Moll, 2, 2, Curr. Eye Res., 1993, 12, 163, 179 |
| Библиографическая ссылка | E.L. Finley, M. Busman, J. Dillon, R.K. Crouch, K.L. Schey, Identification of photooxidation sites in bovine alpha-crystallin, Photochem. Photobiol., 1997, 66, 635, 641 |
| Библиографическая ссылка | G.B. Reddy, K.S. Bhat, UVB irradiation alters the activities and kinetic properties of the enzymes of energy metabolism in rat lens during aging, J. Photochem. Photobiol. B: Biol., 1998, 42, 40, 46 |
| Библиографическая ссылка | B.J. Ortwerth, A. Coots, H.L. James, M. Linetsky, UVA irradiation of human lens proteins produces residual oxidation of ascorbic acid even in the presence of high levels of glutathione, Arch. Biochem. Biophys., 1998, 351, 189, 196 |
| Библиографическая ссылка | M. Linetsky, N. Ranson, B.J. Ortweth, The aggregation in human lens protein blocks the scavenging of UVA-generated singlet oxygen by ascorbic acid and glutathione, Arch. Biochem. Biophys., 1998, 351, 180, 188 |
| Библиографическая ссылка | D. Balasubramanian, Photodynamic of cataract: an update on endogenous chromophores and antioxidants, Photochem. Photobiol., 2005, 81, 498, 501 |
| Библиографическая ссылка | N. Azzam, D. Levaron, A. Dovrat, Effects of UV-A irradiation on lens morphology and optics, Exp. Geront., 2004, 39, 139, 146 |
| Библиографическая ссылка | C.S. Rogers, L.M. Chan, Y.S. Sims, K.D. Byrd, H.L. Hinton, S.S. Twining, The effects of sub-solar levels of UV-A and UV-B on rabbit corneal and lens epithelial cells, Exp. Eye Res., 2004, 78, 1007, 1014 |
| Библиографическая ссылка | J.E. Roberts, E.L. Finley, S.A. Patat, K.L. Schey, Photooxidation of lens proteins with xanthurenic acid: a putative chromophore for cataractogenesis, Photochem. Photobiol., 2001, 74, 740, 744 |
| Библиографическая ссылка | J.E. Roberts, Ocular phototoxicity, J. Photochem. Photobiol. B: Biol., 2001, 64, 136, 143 |
| Библиографическая ссылка | M.J. Davies, R.J. Truscott, Photo-oxidation of proteins and its role in cataractogenesis, J. Photochem. Photobiol. B: Biol., 2001, 63, 114, 125 |
| Библиографическая ссылка | A. Bachem, Ophthalmic ultraviolet action spectra, Am. J. Ophthalmol., 1956, 41, 969, 975 |
| Библиографическая ссылка | D.G. Pitts, A.P. Cullen, P.D. Hacker, Ocular effects of ultraviolet radiation from 295 to 365 nm, Investig. Ophthalmol. Vis. Sci., 1977, 16, 932, 939 |
| Библиографическая ссылка | J.G. Jose, D.G. Pitts, Wavelength dependence of cataracts in albino mice following chronic exposure, Exp. Eye Res., 1985, 41, 545, 563 |
| Библиографическая ссылка | C.A. McCarty, H.R. Taylor, Recent developments in vision research: light damage in cataract, Invest. Ophthalmol. Vis. Sci., 1996, 37, 1720, 1723 |
| Библиографическая ссылка | E.A. Boettner, J.R. Wolter, Transmission of the ocular media, Invest. Ophthalmol. Vis. Sci., 1962, 1, 776, 783 |
| Библиографическая ссылка | D.H. Sliney, Physical factors in cataractogenesis: ambient ultraviolet radiation and temperature, Invest. Ophthalmol. Vis. Sci., 1986, 27, 781, 790 |
| Библиографическая ссылка | U.P. Andley, B. Clark, L.T. Chylak Jr., Photosensitized oxidation of lens crystallins: role of conformational changes in cataract, Proc. SPIE-Int. Soc. Opt. Eng., 1988, 847, 187, 192 |
| Библиографическая ссылка | J.S. Zigler Jr., J.D. Goosey, Photosensitized oxidation in the ocular lens: evidence for photosensitizers endogenous to the human lens, Photochem. Photobiol., 1981, 33, 869, 874 |
| Библиографическая ссылка | A. Sen, N. Ueno, B. Chakrabarti, Studies on human lens. I. Origin and development of fluorescent pigments, Photochem. Photobiol., 1992, 55, 753, 764 |
| Библиографическая ссылка | J. Dillon, R.-H. Wang, S.J. Atherton, Photochemical and photophysical studies on human lens constituents, Photochem. Photobiol., 1990, 52, 849, 852 |
| Библиографическая ссылка | C.M. Krishna, S.U. Uppuluri, P. Riesz, J.S. Zigler Jr., D. Balasubramanian, A study of the photodynamic efficiencies of some eye lens constituents, Photochem. Photobiol., 1991, 54, 51, 58 |
| Библиографическая ссылка | B.J. Ortwerth, P.R. Olesen, UVA photolysis using the protein-bound sensitizers present in human lens, Photochem. Photobiol., 1994, 60, 53, 60 |
| Библиографическая ссылка | B.J. Ortwerth, M. Prabhakaram, R.H. Nagaraj, M. Linetsky, The relative UV sensitizer activity of purified advanced glycation endproducts, Photochem. Photobiol., 1997, 65, 666, 672 |
| Библиографическая ссылка | E.R. Gaillard, L. Zheng, J.C. Merriam, J. Dillon, Age-related changes in the absorption characteristics of the primate lens, Invest. Ophthalmol. Vis. Sci., 2000, 41, 1454, 1459 |
| Библиографическая ссылка | S. Zigman, Lens UVA photobiology, J. Ocul. Pharmacol. Therap., 2000, 16, 161, 165 |
| Библиографическая ссылка | M.D. Arginova, W. Breipohl, Glycated proteins can enhance photooxidative stress in aged and diabetic lenses, Free Rad. Res., 2000, 36, 1251, 1259 |
| Библиографическая ссылка | R.Z. Cheng, B. Lin, B.J. Ortwerth, Separation of the yellow chromophores in individual brunescent cataracts, Exp. Eye Res., 2003, 77, 313, 325 |
| Библиографическая ссылка | D. Balasubramanian, Photodynamics of cataract: an update on endogenous chromophores and antioxidants, Photochem. Photobiol., 2005, 3, 498, 501 |
| Библиографическая ссылка | U.P. Andley, Photodamage to eye, Photochem. Photobiol., 1987, 46, 1057, 1066 |
| Библиографическая ссылка | Ch. Rao, D. Balasubramanian, B. Chakrabarti, Monitoring light induced changes in isolated intact eye lenses, Photochem. Photobiol., 1987, 46, 511, 515 |
| Библиографическая ссылка | U.P. Andley, P. Sutherland, J.N. Liang, B. Chakrabarti, α, Photochem. Photobiol., 1984, 40, 343, 349 |
| Библиографическая ссылка | G.J.H. Bessems, H.J. Hoenders, Distribution of aromatic and fluorescent compounds within single human lenses, Exp. Eye Res., 1987, 44, 817, 824 |
| Библиографическая ссылка | M.H. Smeets, G.FR.J.M. Vrensen, K. Otto, G.J. Puppels, J. Greve, Local variations in protein structure in the human eye lens: a Raman spectroscopic study, Biochim. Biophys. Acta, 1993, 1164, 236, 242 |
| Библиографическая ссылка | K.J. Dilley, A. Pirie, Changes to the proteins of the human lens nucleous in cataract, Exp. Eye Res., 1974, 19, 59, 72 |
| Библиографическая ссылка | J.S. Zigler Jr., J.B. Sidbury, B.S. Yamanasky, M. Wolbarssht, Studies on brunescent cataracts. I. Analysis of free and protein-bound amino acids, Ophthal. Res., 1976, 8, 379, 387 |
| Библиографическая ссылка | A.M. Wood, R.J.W. Truscott, UV filters in human lenses: tryptophan catabolism, Exp. Eye Res., 1993, 56, 317, 325 |
| Библиографическая ссылка | J.A. Aaquilina, J.A. Carver, R.J.W. Truscot, Oxidation products of 3-hydroxykynurenine bind to lens proteins: relevance for nuclear cataract, Exp. Eye Res., 1997, 64, 727, 735 |
| Библиографическая ссылка | B. Roll, Caratenoid and retinoid â two pigments in a gecko eye lens, Comp. Biochem. Physiol. A-Molec. Intergr. Physiol., 2000, 125, 105, 112 |
| Библиографическая ссылка | M.M. Staniszewska, R.H. Nagaraj, 3-Hydroxykynurenine-mediated modification of human lens proteins, J. Biol. Chem., 2005, 280, 22154, 22164 |
| Библиографическая ссылка | R.D. Lasker, Diabetes control and complication trial research group: the effect of intensive treatment of diabetes on the development and progression of long-term complications in insulin-dependent diabetes mellitus, N. Engl. J. Med., 1993, 329, 977, 986 |
| Библиографическая ссылка | M. Brownlee, Glycation products and the pathogenesis of diabetic complications, Diabetes Care, 1992, 15, 1835, 1843 |
| Библиографическая ссылка | J.W. Baynes, Role of oxidative stress in development of complications in diabetes, Diabetes, 1991, 40, 405, 412 |
| Библиографическая ссылка | F. Tessier, V. Moreaux, I. Birlouez-Aragon, P. Junes, H. Mondon, Decrease in vitamin C concentration in human lenses during cataract progression, Int. J. Vit. Nutr. Res., 1997, 68, 309, 315 |
| Библиографическая ссылка | V.N. Reddy, F.J. Giblin, L.-R.B. Chakrapani, The effect of aqueous humor ascorbate on ultraviolet-B-induced DNA damage in lens epithelium, Inv. Ophthal. Vis. Sci., 1998, 39, 344, 350 |
| Библиографическая ссылка | K.W. Lee, V. Mossine, B.J. Ortwerth, in vitro, Exp. Eye Res., 1998, 67, 95, 104 |
| Библиографическая ссылка | B.J. Ortwerth, M. Linetsky, P.R. Olesen, Ascorbic acid glycation of lens proteins produces UVA sensitizers similar to those in human lens, Photochem. Photobiol., 1995, 62, 454, 462 |
| Библиографическая ссылка | R. Cheng, B. Lin, K.-W. Lee, B.J. Ortwerth, Similarity of the yellow chromophores isolated from human cataracts with those from ascorbic acid-modified calf lens proteins: evidence for ascorbic acid glycation during cataract formation, Biochim. Biophys. Acta, 2001, 1537, 14, 26 |
| Библиографическая ссылка | J. Dillon, A. Spector, A comparison of aerobic and anaerobic photolysis of lens protein, Exp. Eye Res., 1980, 31, 591, 599 |
| Библиографическая ссылка | D.W. Batey, C.D. Eckhert, Analysis of flavins in ocular tissues of the rabbit, Investig. Ophthalmol. Vis. Sci., 1991, 32, 1981, 1985 |
| Библиографическая ссылка | A. Yoshimura, T. Ohno, Lumiflavin-sensitized photooxygenation of indole, Photochem. Photobiol., 1988, 48, 561, 565 |
| Библиографическая ссылка | E. Silva, R. Ugarte, A. Andrade, A.M. Edwards, Riboflavin-sensitized photoprocesses of tryptophan, J. Photochem: Photobiol. B: Biol, 1994, 23, 43, 48 |
| Библиографическая ссылка | S.K. Bose, K. Mandal, B. Chakrabarti, α, Photochem. Photobiol., 1986, 43, 525, 528 |
| Библиографическая ссылка | E. Silva, S. Risi, K. Dose, Photooxidation of lysozime at different wavelenghts, Radiat. Environ. Biophys., 1974, 11, 111, 124 |
| Библиографическая ссылка | E. Silva, J. Gaule, Light-induced binding of riboflavin to lysozyme, Radiat. Environ. Biophys., 1977, 14, 303, 310 |
| Библиографическая ссылка | I. Ferrer, E. Silva, Isolation and photo-oxidation of lysozyme fragments, Radiat. Environ. Biophys., 1981, 20, 67, 77 |
| Библиографическая ссылка | I. Ferrer, E. Silva, Study of a photo-induced lysozymeâ riboflavin bond, Radiat. Environ. Biophys., 1985, 24, 63, 70 |
| Библиографическая ссылка | M. Campos, R.G. DÃaz, A.M. Edwards, S. Kennedy, E. Silva, J. Derouault, M. Rey-Lafon, Photo-induced generation of the riboflavinâ tryptophan adduct and a vibrational interpretation of its structure, Vibrat. Spectrosc., 1994, 6, 173, 183 |
| Библиографическая ссылка | C.B. Martin, M.L. Tsao, C.M. Hadad, M.S. Platz, The reaction of triplet flavin with indole. A study of the cascade of reactive intermediates using density functional theory and time resolved infrared spectroscopy, J. Am. Chem. Soc., 2002, 124, 7226, 7234 |
| Библиографическая ссылка | E. Silva, J. Godoy, Riboflavin sensitized photooxidation of tyrosine, Internat. J. Vit. Nutr. Res., 1994, 64, 253, 256 |
| Библиографическая ссылка | E. Silva, S. Fürst, A.M. Edwards, M.I. Becker, A.E. De Ioannes, Visible light anaerobic photoconversion of tyrosine sensitized by riboflavin. Cytotoxicity on mouse tumoral cells, Photochem. Photobiol., 1995, 62, 1041, 1045 |
| Библиографическая ссылка | E. Silva, M. Salim-Hanna, A.M. Edwards, M.I. Becker, A. De Ioannes, A light-induced tryptophanâ riboflavin binding: biological implications, Adv. Exp. Med. Biol., 1990, 289, 33, 48 |
| Библиографическая ссылка | M. Salim-Hanna, A. Valenzuela, E. Silva, Riboflavin status and photo-induced riboflavin binding to the proteins of the rat ocular lens, Int. J. Vit. Nutr. Res., 1988, 58, 61, 65 |
| Библиографическая ссылка | R. Ugarte, A.M. Edwards, M.S. Diez, A. Valenzuela, E. Silva, Riboflavin photosensitized anaerobic modification of rat lens proteins. A correlation with age-related changes, J. Photochem. Photobiol. B: Biol., 1992, 13, 161, 168 |
| Библиографическая ссылка | G. Tapia, E. Silva, Photoinduced riboflavin binding to the tryptophan residues of bovine and human serum albumins, Radiat. Environ. Biophys., 1991, 30, 131, 138 |
| Библиографическая ссылка | M. Diaz, M.I. Becker, A. De Ioannes, E. Silva, Development of monoclonal antibodies against a riboflavinâ tryptophan photoinduced adduct: reactivity to eye lens proteins, Photochem. Photobiol., 1996, 63, 762, 767 |
| Библиографическая ссылка | M. Mancini, A.M. Edwards, M.I. Becker, A. de Ioannes, E. Silva, in vivo, J. Photochem. Photobiol. B: Biol., 2000, 55, 9, 15 |
| Библиографическая ссылка | A. de La Rochette, E. Silva, I. Birlouez-Aragon, M. Mancini, A.M. Edwards, P. Morliere, Riboflavin photodegradation and photosensitizing effects are highly dependent on oxygen and ascorbate concentrations, Photochem. Photobiol., 2000, 72, 815, 820 |
| Библиографическая ссылка | A. de La Rochette, I. Birlouez-Aragon, E. Silva, P. Morlière, Advanced glycation endproducts as UVA photosensitizers of tryptophan and ascorbic acid: consequences for the lens, Biochim. Biophys. Acta, 2003, 1621, 235, 241 |
| Библиографическая ссылка | J.A. Aquilina, J.A. Carver, R.J. Truscott, Oxidation products of 3-hydroxykynurenine bind to lens proteins: relevance for nuclear cataract, Exp. Eye Res., 1997, 64, 727, 735 |
| Библиографическая ссылка | J.A. Aquilina, J.A. Carver, R.J. Truscott, Elucidation of a novel polypeptide cross-link involving 3-hydroxykynurenine, Biochemistry, 1999, 38, 11455, 11464 |
| Библиографическая ссылка | M. Kwan, J. Niinikoski, T.K. Hunt, In vivo, Invest. Ophthalmol., 1972, 11, 108, 114 |
| Библиографическая ссылка | M. Linetsky, H.L. James, B.J. Ortwerth, in vitro, Exp. Eye Res., 1999, 69, 239, 248 |
| Библиографическая ссылка | M. Linetsky, B.J. Ortwerth, The generation of hydrogen peroxide by the UVA irradiation of human lens proteins, Photochem. Photobiol., 1995, 6, 87, 93 |
| Библиографическая ссылка | B.J. Ortwerth, T.A. Casserly, P.R. Olesen, Singlet oxygen production correlates with His and Trp destruction in brunescent cataract water-insoluble proteins, Exp. Eye Res., 1998, 67, 377, 380 |
| Библиографическая ссылка | B.J. Ortwerth, H. James, G. Simpson, M. Linetsky, The generation of superoxide anions in glycation reactions with sugars, osones, and 3-deoxyosones, Biochem. Biophys. Res. Commun., 1998, 245, 161, 165 |
| Библиографическая ссылка | M. Linetsky, B.J. Ortwerth, Quantification of the singlet oxygen produced by UVA irradiation of human lens proteins, Photochem. Photobiol., 1997, 65, 522, 529 |
| Библиографическая ссылка | E.A. Lissi, M. Faure, N. Clavero, Effect of additives on the inactivation of lysozyme mediated by free radicals produced in the thermolysis of 2,2â ²-azo-bis-(2-amidinopropane), Free Radic. Res. Commun., 1991, 14, 373, 384 |
| Библиографическая ссылка | G. Viteri, A.M. Edwards, J. De la Fuente, E. Silva, α, β, H, β, L, Photochem. Photobiol., 2003, 77, 535, 540 |
| Библиографическая ссылка | A. Yoshimura, T. Ohno, Lumiflavin-sensitized photo-oxygenation of indole, Photochem. Photobiol., 1988, 48, 561, 565 |
| Библиографическая ссылка | M. Hietanen, Ocular exposure to solar ultraviolet and visible radiation at high latitudes, Scand. J. Environ. Health, 1991, 17, 398, 403 |
| Библиографическая ссылка | D.H. Sliney, UV radiation ocular exposure dosimetry, J. Photochem. Photobiol. B: Biol., 1995, 31, 69, 77 |
| Библиографическая ссылка | D.D. Duncan, B. Muñoz, K. Bandeen-Roche, S.K. West, Assessment of ocular exposure to ultravioletr-B for population studies, Photoche. Photobiol., 1997, 66, 701, 709 |
| Библиографическая ссылка | S. Ono, H. Hirano, Riboflavin metabolism in the single lens of rat, Ophthalmic Res., 1983, 15, 140, 145 |
| Библиографическая ссылка | E.A. Boettner, J.R. Wolter, Transmission of the ocular media, Invest. Ophthalmol. Vis. Sci., 1962, 1, 776, 783 |
| Библиографическая ссылка | S. Lerman, Lens fluorescence in aging and cataract formation, Doc. Ophthalmol., 1976, 8, 241, 260 |
| Библиографическая ссылка | B.J. Ortwerth, J.A. Speaker, M. Prabhakaram, M.G. Lopez, E.Y. Li, M.S. Feather, l, Exp. Eye Res., 1994, 58, 665, 674 |
| Библиографическая ссылка | S. Lerman, Lens fluorescence in aging and cataract formation, Doc. Ophthalmol., 1976, 8, 241, 260 |
| Библиографическая ссылка | K.S. Bhat, S. Nayak, Flavin nucleotides in human lens: regional distribution in brunescent cataracts, Indian J. Ophthalmol., 1998, 46, 233, 237 |
