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Volumn 27, Issue 3-4, 1999, Pages 301-308

Photogeneration of 3β-hydroxy-5α-cholest-6-ene-5-hydroperoxide in rat skin: Evidence for occurrence of singlet oxygen in vivo

Author keywords

Chemiluminescence; Cholesterol; Cholesterol hydroperoxide; Free radicals; Lipid peroxidation; Pheophorbide a; Singlet oxygen; Skin

Indexed keywords

CHOLESTEROL DERIVATIVE; HYDROPEROXIDE DERIVATIVE; PHEOPHORBIDE; SINGLET OXYGEN; CHLOROPHYLL; CHOLESTEROL; CHOLESTEROL HYDROPEROXIDE; DRUG DERIVATIVE; LIPID PEROXIDE; PHEOPHORBIDE A; PHOTOSENSITIZING AGENT;

EID: 0032589238     PISSN: 08915849     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0891-5849(99)00047-7     Document Type: Article
Times cited : (31)

References (54)
  • 1
    • 0000622878 scopus 로고
    • Free radical theory of aging
    • W.A. Pryor. New York: Academic Press
    • Harman D. Free radical theory of aging. Pryor W.A. Free radicals in biology. 1981;255-275 Academic Press, New York.
    • (1981) Free Radicals in Biology , pp. 255-275
    • Harman, D.1
  • 2
    • 0003157159 scopus 로고
    • Oxidative damage by free radicals and lipid peroxidation in aging
    • P.Y. Byung. Florida: CBC Press
    • Byung P.Y. Oxidative damage by free radicals and lipid peroxidation in aging. Byung P.Y. Free radicals in aging. 1993;57-88 CBC Press, Florida.
    • (1993) Free Radicals in Aging , pp. 57-88
    • Byung, P.Y.1
  • 3
    • 0025981361 scopus 로고
    • Protein, lipid, and DNA repair systems in oxidative stress: The free-radical theory of aging revisited
    • Pacifici R.E., Davies K.J. Protein, lipid, and DNA repair systems in oxidative stress: the free-radical theory of aging revisited. Gerontology. 37:1991;166-180.
    • (1991) Gerontology , vol.37 , pp. 166-180
    • Pacifici, R.E.1    Davies, K.J.2
  • 4
    • 0018023094 scopus 로고
    • The formation of free radicals and the consequences of their reaction in vivo
    • Pryor W.A. The formation of free radicals and the consequences of their reaction in vivo. Photochem. Photobiol. 28:1978;787-801.
    • (1978) Photochem. Photobiol. , vol.28 , pp. 787-801
    • Pryor, W.A.1
  • 7
    • 84977310437 scopus 로고
    • Increased serum lipid peroxides initiate atherogenesis
    • Yagi K. Increased serum lipid peroxides initiate atherogenesis. BioAssays. 1:1984;58-60.
    • (1984) BioAssays , vol.1 , pp. 58-60
    • Yagi, K.1
  • 8
    • 0021964203 scopus 로고
    • Prooxidant states and tumor promotion
    • Cerutti P.A. Prooxidant states and tumor promotion. Science. 227:1985;375-381.
    • (1985) Science , vol.227 , pp. 375-381
    • Cerutti, P.A.1
  • 9
    • 0020508747 scopus 로고
    • Dietary carcinogens and anticarcinogens: Oxygen radicals and degenerative diseases
    • Ames B.N. Dietary carcinogens and anticarcinogens: oxygen radicals and degenerative diseases. Science. 221:1983;1256-1264.
    • (1983) Science , vol.221 , pp. 1256-1264
    • Ames, B.N.1
  • 10
    • 0024350865 scopus 로고
    • Characterization of the hydroperoxide response observed in mouse skin treated with tumor promoters in vivo
    • Perchellet E.M., Perchellet J.P. Characterization of the hydroperoxide response observed in mouse skin treated with tumor promoters in vivo. Cancer Res. 49:1989;6193-6201.
    • (1989) Cancer Res. , vol.49 , pp. 6193-6201
    • Perchellet, E.M.1    Perchellet, J.P.2
  • 11
    • 0001127186 scopus 로고
    • Polymorphonuclear leukocyte-derived reactive oxygen species in inflammatory skin diseases
    • O. Hayashi, S. Imamura, & Y. Miyachi. Tokyo: University of Tokyo Press
    • Miyachi Y., Yoshioka A., Imamura S., Niwa Y. Polymorphonuclear leukocyte-derived reactive oxygen species in inflammatory skin diseases. Hayashi O., Imamura S., Miyachi Y. The biological role of reactive oxygen species in skin. 1987;135-140 University of Tokyo Press, Tokyo.
    • (1987) The Biological Role of Reactive Oxygen Species in Skin , pp. 135-140
    • Miyachi, Y.1    Yoshioka, A.2    Imamura, S.3    Niwa, Y.4
  • 12
    • 0345680988 scopus 로고
    • Oxygen radical-related inflammatory diseases
    • O. Hayashi, S. Imamura, & Y. Miyachi. Tokyo: University of Tokyo Press
    • Niwa Y. Oxygen radical-related inflammatory diseases. Hayashi O., Imamura S., Miyachi Y. The biological role of reactive oxygen species in skin. 1987;151-161 University of Tokyo Press, Tokyo.
    • (1987) The Biological Role of Reactive Oxygen Species in Skin , pp. 151-161
    • Niwa, Y.1
  • 13
    • 0025734671 scopus 로고
    • Therapeutic potential of vitamin E against myocardial ischemia-reperfusion injury
    • Janero D.R. Therapeutic potential of vitamin E against myocardial ischemia-reperfusion injury. Free Radic. Biol. Med. 10:1991;315-324.
    • (1991) Free Radic. Biol. Med. , vol.10 , pp. 315-324
    • Janero, D.R.1
  • 14
    • 0024454068 scopus 로고
    • Inhibition of postischemic reperfusion arrhythmia by an SOD derivatives that circulates bound to albumin with prolonged in vivo half-life
    • Watanabe N., Inoue M., Morino Y. Inhibition of postischemic reperfusion arrhythmia by an SOD derivatives that circulates bound to albumin with prolonged in vivo half-life. Biochem. Pharmacol. 38:1989;3477-3483.
    • (1989) Biochem. Pharmacol. , vol.38 , pp. 3477-3483
    • Watanabe, N.1    Inoue, M.2    Morino, Y.3
  • 15
    • 0345680987 scopus 로고
    • The role of lipid peroxidation on the development of photosensitive syndrome by pheophorbide a
    • K. Yagi. New York: Academic Press
    • Kimura S., Isobe T., Sai H., Takahashi Y. The role of lipid peroxidation on the development of photosensitive syndrome by pheophorbide a. Yagi K. Lipid Peroxides in biology and medicine. 1982;243-254 Academic Press, New York.
    • (1982) Lipid Peroxides in Biology and Medicine , pp. 243-254
    • Kimura, S.1    Isobe, T.2    Sai, H.3    Takahashi, Y.4
  • 16
    • 0025202002 scopus 로고
    • An approach toward understanding the genesis of sunlight-induced skin cancer
    • Chatterjee S.N., Agarwal S., Bose B. An approach toward understanding the genesis of sunlight-induced skin cancer. Ind. J. Biochem. Biophys. 27:1990;254-263.
    • (1990) Ind. J. Biochem. Biophys. , vol.27 , pp. 254-263
    • Chatterjee, S.N.1    Agarwal, S.2    Bose, B.3
  • 17
    • 0002258107 scopus 로고
    • Role of oxygen in lipid peroxide of skin exposed to ultraviolet light
    • O. Hayashi, S. Imamura, & Y. Miyachi. Tokyo: University of Tokyo Press
    • Ogura R., Sugiyama M., Sakanashi T., Hidaka T. Role of oxygen in lipid peroxide of skin exposed to ultraviolet light. Hayashi O., Imamura S., Miyachi Y. The biological role of reactive oxygen species in skin. 1987;55-63 University of Tokyo Press, Tokyo.
    • (1987) The Biological Role of Reactive Oxygen Species in Skin , pp. 55-63
    • Ogura, R.1    Sugiyama, M.2    Sakanashi, T.3    Hidaka, T.4
  • 18
    • 0024741872 scopus 로고
    • Potential effects of altered solar ultraviolet radiation on human skin cancer
    • Urbac F. Potential effects of altered solar ultraviolet radiation on human skin cancer. Photochem. Photobiol. 50:1989;507-513.
    • (1989) Photochem. Photobiol. , vol.50 , pp. 507-513
    • Urbac, F.1
  • 19
    • 0002986150 scopus 로고
    • The role of iron in enzymic lipid peroxidation
    • W.A. Pryor. New York: Academic Press
    • Aust S.D., Svingen B.A. The role of iron in enzymic lipid peroxidation. Pryor W.A. Free radicals in biology. 1982;1-28 Academic Press, New York.
    • (1982) Free Radicals in Biology , pp. 1-28
    • Aust, S.D.1    Svingen, B.A.2
  • 20
    • 0022336547 scopus 로고
    • Mechanisms of lipid peroxidation
    • Girotti A.W. Mechanisms of lipid peroxidation. J. Free Radic. Biol. Med. 1:1985;87-95.
    • (1985) J. Free Radic. Biol. Med. , vol.1 , pp. 87-95
    • Girotti, A.W.1
  • 21
    • 0001008376 scopus 로고
    • Singlet molecular oxygen: A new kind of oxygen
    • Khan A.V. Singlet molecular oxygen: a new kind of oxygen. J. Phys. Chem. 80:1976;2219-2228.
    • (1976) J. Phys. Chem. , vol.80 , pp. 2219-2228
    • Khan, A.V.1
  • 22
    • 0026777346 scopus 로고
    • Current perspectives of singlet oxygen detection in biological environments
    • Gorman A.A., Rodgers M.A.J. Current perspectives of singlet oxygen detection in biological environments. J. Photochem. Photobiol. B: Biol. 14:1992;159-176.
    • (1992) J. Photochem. Photobiol. B: Biol. , vol.14 , pp. 159-176
    • Gorman, A.A.1    Rodgers, M.A.J.2
  • 23
    • 0028068438 scopus 로고
    • Hunt for singlet oxygen under in vivo conditions
    • Gal D. Hunt for singlet oxygen under in vivo conditions. Biochem. Biophys. Res. Commun. 202:1994;10-16.
    • (1994) Biochem. Biophys. Res. Commun. , vol.202 , pp. 10-16
    • Gal, D.1
  • 24
    • 33947291445 scopus 로고
    • Physical and chemical properties of singlet molecular oxygen
    • Kearns D.R. Physical and chemical properties of singlet molecular oxygen. Chem. Rev. 71:1971;395-427.
    • (1971) Chem. Rev. , vol.71 , pp. 395-427
    • Kearns, D.R.1
  • 25
    • 0345680979 scopus 로고
    • Degradation of cholesterol: Hydroperoxy intermediates and peroxy radical intermediate epoxidation
    • J.P. Beck, & A. Crastes de Paulet. Paris: INSERM
    • van Lier J.E. Degradation of cholesterol hydroperoxy intermediates and peroxy radical intermediate epoxidation . Beck J.P., Crastes de Paulet A. Biological activities of oxygenerated sterols. 1988;15-22 INSERM, Paris.
    • (1988) Biological Activities of Oxygenerated Sterols , pp. 15-22
    • Van Lier, J.E.1
  • 26
    • 0017380125 scopus 로고
    • Reactivites of diphenylfuran (a singlet oxygen trap) with singlet oxygen and hydroxyl radical in aqueous systems
    • Takayama K., Noguchi T., Nakano M. Reactivites of diphenylfuran (a singlet oxygen trap) with singlet oxygen and hydroxyl radical in aqueous systems. Biochem. Biophys. Res. Commun. 75:1977;1052-1058.
    • (1977) Biochem. Biophys. Res. Commun. , vol.75 , pp. 1052-1058
    • Takayama, K.1    Noguchi, T.2    Nakano, M.3
  • 27
    • 0027176499 scopus 로고
    • Isolation and identification of singlet oxygen oxidation products of β-carotene
    • Stratton S.P., Schaefer W.H., Liebler D.C. Isolation and identification of singlet oxygen oxidation products of β-carotene. Chem. Res. Toxicol. 6:1993;542-547.
    • (1993) Chem. Res. Toxicol. , vol.6 , pp. 542-547
    • Stratton, S.P.1    Schaefer, W.H.2    Liebler, D.C.3
  • 28
    • 0028856718 scopus 로고
    • Direct detection and quantification of singlet oxygen during ischemia and reperfusion in rat hearts
    • Zhai X., Muhammad A. Direct detection and quantification of singlet oxygen during ischemia and reperfusion in rat hearts. Am. J. Physiol. 269:1995;H1229-H1236.
    • (1995) Am. J. Physiol. , vol.269
    • Zhai, X.1    Muhammad, A.2
  • 29
    • 0014836988 scopus 로고
    • Sterol metabolism. VII. Autoxidation of cholesterol via hydroperoxide intermediates
    • van Lier J.E., Smith L.L. Sterol metabolism. VII. Autoxidation of cholesterol via hydroperoxide intermediates. J. Org. Chem. 35:1970;2627-2632.
    • (1970) J. Org. Chem. , vol.35 , pp. 2627-2632
    • Van Lier, J.E.1    Smith, L.L.2
  • 30
    • 0018584177 scopus 로고
    • High-performance liquid chromatography of cholesterol autoxidation products
    • Ansari G.A.S., Smith L.L. High-performance liquid chromatography of cholesterol autoxidation products. J. Chromatogr. 175:1979;307-315.
    • (1979) J. Chromatogr. , vol.175 , pp. 307-315
    • Ansari, G.A.S.1    Smith, L.L.2
  • 31
    • 0023243055 scopus 로고
    • Cholesterol autoxidation 1981-1986
    • Smith L.L. Cholesterol autoxidation 1981-1986. Chem. Phys. Lipids. 44:1987;87-125.
    • (1987) Chem. Phys. Lipids , vol.44 , pp. 87-125
    • Smith, L.L.1
  • 32
    • 0026534486 scopus 로고
    • Photosensitized oxidation of cholesterol in biological systems: Reaction pathway, cytotoxic effects and defense mechanisms
    • Girotti A.W. Photosensitized oxidation of cholesterol in biological systems: reaction pathway, cytotoxic effects and defense mechanisms. J. Photochem. Photobiol. B. 13:1992;105-118.
    • (1992) J. Photochem. Photobiol. B , vol.13 , pp. 105-118
    • Girotti, A.W.1
  • 33
    • 0345249413 scopus 로고
    • Cholesterol 7α- And 7β-hydroperoxides in rat skin
    • K. Yagi, M. Kondo, E. Niki, & T. Yoshikawa. New York: Elsevier Science
    • Ozawa N., Yamazaki S., Chiba K., Tateishi M. Cholesterol 7α- and 7β-hydroperoxides in rat skin. Yagi K., Kondo M., Niki E., Yoshikawa T. Oxygen radicals. 1992;323-326 Elsevier Science, New York.
    • (1992) Oxygen Radicals , pp. 323-326
    • Ozawa, N.1    Yamazaki, S.2    Chiba, K.3    Tateishi, M.4
  • 35
    • 0033022848 scopus 로고    scopus 로고
    • Increases in cholesterol 7-hydroperoxides in lipids of human skin by sunlight exposure
    • Yamazaki S., Ozawa N., Hiratsuka A., Watabe T. Increases in cholesterol 7-hydroperoxides in lipids of human skin by sunlight exposure. Free Radic. Biol. Med. 26:1999;1126-1133.
    • (1999) Free Radic. Biol. Med. , vol.26 , pp. 1126-1133
    • Yamazaki, S.1    Ozawa, N.2    Hiratsuka, A.3    Watabe, T.4
  • 36
    • 0015861815 scopus 로고
    • Sterol metabolism. XXV. Cholesterol oxidation by singlet molecular oxygen
    • Kulig M.J., Smith L.L. Sterol metabolism. XXV. Cholesterol oxidation by singlet molecular oxygen. J. Org. Chem. 38:1973;3639-3642.
    • (1973) J. Org. Chem. , vol.38 , pp. 3639-3642
    • Kulig, M.J.1    Smith, L.L.2
  • 37
    • 0002912626 scopus 로고
    • Photosensitization in animals
    • C.A. Brandly, & E.L. Jungherr. New York: Academic Press Inc
    • Clare N.T. Photosensitization in animals. Brandly C.A., Jungherr E.L. Advances in veterinary science. 1955;182-206 Academic Press Inc, New York.
    • (1955) Advances in Veterinary Science , pp. 182-206
    • Clare, N.T.1
  • 38
    • 0001080373 scopus 로고
    • Determination of the autoxidation products from free or total cholesterol: A new multi-step enrichment methodology including the enzymatic release of esterified cholesterol
    • Nourooz-Zadeh J. Determination of the autoxidation products from free or total cholesterol: a new multi-step enrichment methodology including the enzymatic release of esterified cholesterol. J. Agric. Food Chem. 38:1990;1667-1673.
    • (1990) J. Agric. Food Chem. , vol.38 , pp. 1667-1673
    • Nourooz-Zadeh, J.1
  • 39
    • 0023700741 scopus 로고
    • Hormone-sensitive lipases is involved in the hydrolysis of lipoidal derivatives of estrogens and other steroid hormones
    • Lee F.T., Adams J.B., Garton A.J., Yeaman S.J. Hormone-sensitive lipases is involved in the hydrolysis of lipoidal derivatives of estrogens and other steroid hormones. Biochim. Biophys. Acta. 963:1988;258-264.
    • (1988) Biochim. Biophys. Acta , vol.963 , pp. 258-264
    • Lee, F.T.1    Adams, J.B.2    Garton, A.J.3    Yeaman, S.J.4
  • 40
    • 0021111937 scopus 로고
    • Singlet oxygen production by lactoperoxidase: Evidence from 1270 nm chemiluminescence
    • Kanofsky J.R. Singlet oxygen production by lactoperoxidase: evidence from 1270 nm chemiluminescence. J. Biol. Chem. 258:1983;5991-5993.
    • (1983) J. Biol. Chem. , vol.258 , pp. 5991-5993
    • Kanofsky, J.R.1
  • 41
    • 0021145260 scopus 로고
    • Myeloperoxidase singlet molecular oxygen generation detected by direct infrared electronic emission
    • Khan A.U. Myeloperoxidase singlet molecular oxygen generation detected by direct infrared electronic emission. Biochem. Biophys. Res. Commun. 122:1984;668-675.
    • (1984) Biochem. Biophys. Res. Commun. , vol.122 , pp. 668-675
    • Khan, A.U.1
  • 42
    • 0023687899 scopus 로고
    • Singlet oxygen production from the peroxidase-catalyzed oxidation of indole-3-acetic acid
    • Kanofsky J.R. Singlet oxygen production from the peroxidase-catalyzed oxidation of indole-3-acetic acid. J. Biol. Chem. 263:1988;14171-14175.
    • (1988) J. Biol. Chem. , vol.263 , pp. 14171-14175
    • Kanofsky, J.R.1
  • 43
    • 0022636466 scopus 로고
    • Singlet oxygen production by soybean lipoxygenase isozymes
    • Kanofsky J.R., Axelrod B. Singlet oxygen production by soybean lipoxygenase isozymes. J. Biol. Chem. 261:1986;1009-1104.
    • (1986) J. Biol. Chem. , vol.261 , pp. 1009-1104
    • Kanofsky, J.R.1    Axelrod, B.2
  • 46
    • 0014686158 scopus 로고
    • Qualitative and quantitative estimation of free and esterified sterols in whole rat and in 23 of its tissues and organs
    • D'Hollander F., Chavallier F. Qualitative and quantitative estimation of free and esterified sterols in whole rat and in 23 of its tissues and organs. Biochim. Biophys. Acta. 176:1969;146-162.
    • (1969) Biochim. Biophys. Acta , vol.176 , pp. 146-162
    • D'Hollander, F.1    Chavallier, F.2
  • 48
    • 0025060737 scopus 로고
    • Protective action of phospholipid hydroperoxide glutathione peroxidase against membrane-damaging lipid peroxidation: In situ reduction of phospholipid and cholesterol hydroperoxides
    • Thomas J.P., Maiorino M., Ursini F., Girotti A.W. Protective action of phospholipid hydroperoxide glutathione peroxidase against membrane-damaging lipid peroxidation: in situ reduction of phospholipid and cholesterol hydroperoxides. J. Biol. Chem. 265:1990;454-461.
    • (1990) J. Biol. Chem. , vol.265 , pp. 454-461
    • Thomas, J.P.1    Maiorino, M.2    Ursini, F.3    Girotti, A.W.4
  • 49
    • 0012780901 scopus 로고
    • Catalase and glutathione peroxidase
    • In: Yoshikawa, H.; Rapoport, S. M., eds. Tokyo: University of Tokyo Press;
    • Rapoport, S. M.; Muller, M. Catalase and glutathione peroxidase. In: Yoshikawa, H.; Rapoport, S. M., eds. Cellular and molecular biology of erythrocytes. Tokyo: University of Tokyo Press; 1974:167-166.
    • (1974) Cellular and Molecular Biology of Erythrocytes , pp. 167-166
    • Rapoport, S.M.1    Muller, M.2
  • 50
    • 0001412723 scopus 로고
    • Glutathione peroxidase brought into focus
    • Pryor W.A. New York: Academic Press
    • Flohe L. Glutathione peroxidase brought into focus. Pryor W.A. Free radicals in biology. Vol. 5:1982;223-254 Academic Press, New York.
    • (1982) Free Radicals in Biology , vol.5 , pp. 223-254
    • Flohe, L.1
  • 52
    • 0028168116 scopus 로고
    • Novel theta class glutathione S-transferases Yrs-Yrs in rat liver cytosol: Their potent activity toward to 5-sulfoxymethylchrysene, a reactive metabolite of the carcinogen 5-hydroxymethylchrysene
    • Hiratsuka A., Okada T., Nishiyama T., Fujikawa M., Ogura K., Okuda H., Watabe T. Novel theta class glutathione S-transferases Yrs-Yrs in rat liver cytosol their potent activity toward to 5-sulfoxymethylchrysene, a reactive metabolite of the carcinogen 5-hydroxymethylchrysene . Biochem. Biophys. Res. Commun. 202:1994;278-284.
    • (1994) Biochem. Biophys. Res. Commun. , vol.202 , pp. 278-284
    • Hiratsuka, A.1    Okada, T.2    Nishiyama, T.3    Fujikawa, M.4    Ogura, K.5    Okuda, H.6    Watabe, T.7
  • 53
    • 0031053981 scopus 로고    scopus 로고
    • Subunit Ya-specific glutathione peroxidase activity toward cholesterol 7-hydroperoxides of glutathione S-transferases in cytosol from rat liver and skin
    • Hiratsuka A., Yamane H., Yamazaki S., Ozawa N., Watabe T. Subunit Ya-specific glutathione peroxidase activity toward cholesterol 7-hydroperoxides of glutathione S-transferases in cytosol from rat liver and skin. J. Biol. Chem. 272:1997;4763-4769.
    • (1997) J. Biol. Chem. , vol.272 , pp. 4763-4769
    • Hiratsuka, A.1    Yamane, H.2    Yamazaki, S.3    Ozawa, N.4    Watabe, T.5
  • 54
    • 0029945390 scopus 로고    scopus 로고
    • Enzymatic reducibility in relation to cytotoxicity for various cholesterol hydroperoxides
    • Korytowski W., Geiger P.G., Girotti A.W. Enzymatic reducibility in relation to cytotoxicity for various cholesterol hydroperoxides. Biochemistry. 35:1996;8670-8679.
    • (1996) Biochemistry , vol.35 , pp. 8670-8679
    • Korytowski, W.1    Geiger, P.G.2    Girotti, A.W.3


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