메뉴 건너뛰기




Volumn 41, Issue 3, 2007, Pages 295-302

The reactivity of carotenoid radicals with oxygen

Author keywords

Antioxidants; Carotenoid radicals; Carotenoids; Laser flash photolysis; Peroxyl radicals; Thiyl radicals

Indexed keywords

ANTIOXIDANT; ASTAXANTHIN; BENZENE; CAROTENOID; FREE RADICAL; LYCOPENE; OXYGEN; PEROXY RADICAL; SEPTAPRENO BETA CAROTENE; UNCLASSIFIED DRUG; ZEAXANTHIN; ZETA CAROTENE;

EID: 33947166237     PISSN: 10715762     EISSN: 10292470     Source Type: Journal    
DOI: 10.1080/10715760601087558     Document Type: Article
Times cited : (23)

References (34)
  • 1
    • 24944585189 scopus 로고    scopus 로고
    • First direct observation of reversible oxygen addition to a carotenoid-derived carbon-centered neutral radical
    • El-Agamey, A. and McGarvey, DJ (2005) First direct observation of reversible oxygen addition to a carotenoid-derived carbon-centered neutral radical. Org Lett, 7, pp. 3957-3960.
    • (2005) Org Lett , vol.7 , pp. 3957-3960
    • El-Agamey, A.1    McGarvey, D.J.2
  • 2
    • 0037454303 scopus 로고    scopus 로고
    • Evidence for a lack of reactivity of carotenoid addition radicals towards oxygen: A laser flash photolysis study of the reactions of carotenoids with acylperoxyl radicals in polar and non-polar solvents
    • El-Agamey, A. and McGarvey, DJ (2003) Evidence for a lack of reactivity of carotenoid addition radicals towards oxygen: A laser flash photolysis study of the reactions of carotenoids with acylperoxyl radicals in polar and non-polar solvents. J Am Chem Soc, 125, pp. 3330-3340.
    • (2003) J Am Chem Soc , vol.125 , pp. 3330-3340
    • El-Agamey, A.1    McGarvey, D.J.2
  • 3
    • 0344984272 scopus 로고    scopus 로고
    • Deprotonation of carotenoid radical cation and formation of a didehydrodimer
    • Gao, Y., Webb, S. and Kispert, LD (2003) Deprotonation of carotenoid radical cation and formation of a didehydrodimer. J Phys Chem B, 107, pp. 13237-13240.
    • (2003) J Phys Chem B , vol.107 , pp. 13237-13240
    • Gao, Y.1    Webb, S.2    Kispert, L.D.3
  • 4
    • 0030813933 scopus 로고    scopus 로고
    • Oxidation of carotenoids by free radicals: Relationship between structure and reactivity
    • Woodall, AA, Lee, SWM, Weesie, RJ, Jackson, MJ and Britton, G. (1997) Oxidation of carotenoids by free radicals: Relationship between structure and reactivity. Biochim Biophys Acta, 1336, pp. 33-42.
    • (1997) Biochim Biophys Acta , vol.1336 , pp. 33-42
    • Woodall, A.A.1    Lee, S.W.M.2    Weesie, R.J.3    Jackson, M.J.4    Britton, G.5
  • 5
    • 0024409850 scopus 로고
    • Vitamin A and glutathione-mediated free radical damage: Competing reactions with polyunsaturated fatty acids and vitamin C
    • D'Aquino, M., Dunster, C. and Willson, RL (1989) Vitamin A and glutathione-mediated free radical damage: Competing reactions with polyunsaturated fatty acids and vitamin C. Biochem Biophys Res Commun, 161, pp. 1199-1203.
    • (1989) Biochem Biophys Res Commun , vol.161 , pp. 1199-1203
    • D'Aquino, M.1    Dunster, C.2    Willson, R.L.3
  • 6
    • 0029995001 scopus 로고    scopus 로고
    • Scavenging of nitrogen dioxide, thiyl, and sulfonyl free radicals by the nutritional antioxidant β-carotene
    • Everett, SA, Dennis, MF, Patel, KB, Maddix, S., Kundu, SC and Willson, RL (1996) Scavenging of nitrogen dioxide, thiyl, and sulfonyl free radicals by the nutritional antioxidant β-carotene. J Biol Chem, 271, pp. 3988-3994.
    • (1996) J Biol Chem , vol.271 , pp. 3988-3994
    • Everett, S.A.1    Dennis, M.F.2    Patel, K.B.3    Maddix, S.4    Kundu, S.C.5    Willson, R.L.6
  • 7
    • 0030862485 scopus 로고    scopus 로고
    • Comparative mechanisms and rates of free radical scavenging by carotenoid antioxidants
    • Mortensen, A., Skibsted, LH, Sampson, J., Rice-Evans, C. and Everett, SA (1997) Comparative mechanisms and rates of free radical scavenging by carotenoid antioxidants. FEBS Lett, 418, pp. 91-97.
    • (1997) FEBS Lett , vol.418 , pp. 91-97
    • Mortensen, A.1    Skibsted, L.H.2    Sampson, J.3    Rice-Evans, C.4    Everett, S.A.5
  • 8
    • 0038735885 scopus 로고    scopus 로고
    • Carotenoid addition radicals do not react with molecular oxygen: Aspects of carotenoid reactions with acylperoxyl radicals in polar and non-polar media
    • El-Agamey, A. and McGarvey, DJ (2002) Carotenoid addition radicals do not react with molecular oxygen: Aspects of carotenoid reactions with acylperoxyl radicals in polar and non-polar media. Free Radic Res, 36, pp. 97-100.
    • (2002) Free Radic Res , vol.36 , pp. 97-100
    • El-Agamey, A.1    McGarvey, D.J.2
  • 9
    • 4043126264 scopus 로고    scopus 로고
    • Bond dissociation energies for radical dimers derived from highly stabilized carbon-centered radicals
    • Frenette, M., Aliaga, C., Font-Sanchis, E. and Scaiano, JC (2004) Bond dissociation energies for radical dimers derived from highly stabilized carbon-centered radicals. Org Lett, 6, pp. 2579-2582.
    • (2004) Org Lett , vol.6 , pp. 2579-2582
    • Frenette, M.1    Aliaga, C.2    Font-Sanchis, E.3    Scaiano, J.C.4
  • 10
    • 0141630405 scopus 로고    scopus 로고
    • Reactivity toward oxygen of isobenzofuranyl radicals: Effect of nitro group substitution
    • Font-Sanchis, E., Aliaga, C., Cornejo, R. and Scaiano, JC (2003) Reactivity toward oxygen of isobenzofuranyl radicals: Effect of nitro group substitution. Org Lett, 5, pp. 1515-1518.
    • (2003) Org Lett , vol.5 , pp. 1515-1518
    • Font-Sanchis, E.1    Aliaga, C.2    Cornejo, R.3    Scaiano, J.C.4
  • 11
    • 0036070565 scopus 로고    scopus 로고
    • Greatly attenuated reactivity of nitrile-derived carbon-centered radicals toward oxygen
    • Font-Sanchis, E., Aliaga, C., Focsaneanu, KS and Scaiano, JC (2002) Greatly attenuated reactivity of nitrile-derived carbon-centered radicals toward oxygen. Chem Commun, pp. 1576-1577.
    • (2002) Chem Commun , pp. 1576-1577
    • Font-Sanchis, E.1    Aliaga, C.2    Focsaneanu, K.S.3    Scaiano, J.C.4
  • 12
    • 0000707428 scopus 로고    scopus 로고
    • Lactone-derived carbon-centered radicals: Formation and reactivity with oxygen
    • Bejan, EV, Font-Sanchis, E. and Scaiano, JC (2001) Lactone-derived carbon-centered radicals: Formation and reactivity with oxygen. Org Lett, 3, pp. 4059-4062.
    • (2001) Org Lett , vol.3 , pp. 4059-4062
    • Bejan, E.V.1    Font-Sanchis, E.2    Scaiano, J.C.3
  • 13
    • 0000608914 scopus 로고    scopus 로고
    • A carbon-centered radical unreactive toward oxygen: Unusual radical stabilization by a lactone ring
    • Scaiano, JC, Martin, A., Yap, GPA and Ingold, KU (2000) A carbon-centered radical unreactive toward oxygen: Unusual radical stabilization by a lactone ring. Org Lett, 2, pp. 899-901.
    • (2000) Org Lett , vol.2 , pp. 899-901
    • Scaiano, J.C.1    Martin, A.2    Yap, G.P.A.3    Ingold, K.U.4
  • 14
    • 0021362463 scopus 로고
    • β-Carotene: An unusual type of lipid antioxidant
    • Burton, GW and Ingold, KU (1984) β-Carotene: An unusual type of lipid antioxidant. Science, 224, pp. 569-573.
    • (1984) Science , vol.224 , pp. 569-573
    • Burton, G.W.1    Ingold, K.U.2
  • 15
    • 0030012125 scopus 로고    scopus 로고
    • Investigation of carotenoid radical cations and triplet states by laser flash photolysis and time-resolved resonance Raman spectroscopy: Observation of competitive energy and electron transfer
    • Tinkler, JH, Tavender, SM, Parker, AW, McGarvey, DJ, Mulroy, L. and Truscott, TG (1996) Investigation of carotenoid radical cations and triplet states by laser flash photolysis and time-resolved resonance Raman spectroscopy: Observation of competitive energy and electron transfer. J Am Chem Soc, 118, pp. 1756-1761.
    • (1996) J Am Chem Soc , vol.118 , pp. 1756-1761
    • Tinkler, J.H.1    Tavender, S.M.2    Parker, A.W.3    McGarvey, D.J.4    Mulroy, L.5    Truscott, T.G.6
  • 16
    • 0002655544 scopus 로고    scopus 로고
    • Reactions of aromatic thiyl radicals
    • John Wiley &Sons, Chichester
    • Ito, O. (1999) Reactions of aromatic thiyl radicals. S-Centered radicals, pp. 193-224. John Wiley &Sons, Chichester
    • (1999) S-Centered Radicals , pp. 193-224
    • Ito, O.1
  • 17
    • 0001829248 scopus 로고
    • UV/visible spectroscopy
    • Birkhäuser Verlag, Basel
    • Britton, G. (1995) UV/visible spectroscopy. Carotenoids. Volume 1B: Spectroscopy, pp. 13-62. Birkhäuser Verlag, Basel
    • (1995) Carotenoids. Volume 1B: Spectroscopy , pp. 13-62
    • Britton, G.1
  • 18
    • 33645331391 scopus 로고
    • Rate constants for reactions of peroxyl radicals in fluid solutions
    • Neta, P., Huie, RE and Ross, AB (1990) Rate constants for reactions of peroxyl radicals in fluid solutions. J Phys Chem Ref Data, 19, pp. 413-513.
    • (1990) J Phys Chem Ref Data , vol.19 , pp. 413-513
    • Neta, P.1    Huie, R.E.2    Ross, A.B.3
  • 19
    • 0037620493 scopus 로고    scopus 로고
    • Theoretical calculations of carbon-oxygen bond dissociation enthalpies of peroxyl radicals formed in the autoxidation of lipids
    • Pratt, DA, Mills, JH and Porter, NA (2003) Theoretical calculations of carbon-oxygen bond dissociation enthalpies of peroxyl radicals formed in the autoxidation of lipids. J Am Chem Soc, 125, pp. 5801-5810.
    • (2003) J Am Chem Soc , vol.125 , pp. 5801-5810
    • Pratt, D.A.1    Mills, J.H.2    Porter, N.A.3
  • 20
    • 0035965716 scopus 로고    scopus 로고
    • Kinetic products of linoeate peroxidation: Rapid β-fragmentation of nonconjugated peroxyls
    • Tallman, KA, Pratt, DA and Porter, NA (2001) Kinetic products of linoeate peroxidation: Rapid β-fragmentation of nonconjugated peroxyls. J Am Chem Soc, 123, pp. 11827-11828.
    • (2001) J Am Chem Soc , vol.123 , pp. 11827-11828
    • Tallman, K.A.1    Pratt, D.A.2    Porter, N.A.3
  • 21
    • 0028959042 scopus 로고
    • Mechanisms of free-radical oxidation of unsaturated lipids
    • Porter, NA, Caldwell, SE and Mills, KA (1995) Mechanisms of free-radical oxidation of unsaturated lipids. Lipids, 30, pp. 277-290.
    • (1995) Lipids , vol.30 , pp. 277-290
    • Porter, N.A.1    Caldwell, S.E.2    Mills, K.A.3
  • 22
    • 0000201965 scopus 로고
    • A mechanistic study of oleate autoxidation: Competing peroxyl H-atom abstraction and rearrangement
    • Porter, NA, Mills, KA and Carter, RL (1994) A mechanistic study of oleate autoxidation: Competing peroxyl H-atom abstraction and rearrangement. J Am Chem Soc, 116, pp. 6690-6696.
    • (1994) J Am Chem Soc , vol.116 , pp. 6690-6696
    • Porter, N.A.1    Mills, K.A.2    Carter, R.L.3
  • 28
    • 0026744118 scopus 로고
    • Peroxyl radical scavenging by β-carotene in lipid bilayers
    • Kennedy, TA and Liebler, DC (1992) Peroxyl radical scavenging by β-carotene in lipid bilayers. J Biol Chem, 267, pp. 4658-4663.
    • (1992) J Biol Chem , vol.267 , pp. 4658-4663
    • Kennedy, T.A.1    Liebler, D.C.2
  • 29
    • 0031669520 scopus 로고    scopus 로고
    • Prooxidant actions of carotenoids in biologic systems
    • Palozza, P. (1998) Prooxidant actions of carotenoids in biologic systems. Nutr Rev, 56, pp. 257-265.
    • (1998) Nutr Rev , vol.56 , pp. 257-265
    • Palozza, P.1
  • 30
    • 0031045424 scopus 로고    scopus 로고
    • Antioxidant and prooxidant role of β-carotene in murine normal and tumor thymocytes: Effects of oxygen partial pressure
    • Palozza, P., Luberto, C., Calviello, G., Ricci, P. and Bartoli, GM (1997) Antioxidant and prooxidant role of β-carotene in murine normal and tumor thymocytes: Effects of oxygen partial pressure. Free Radic Biol Med, 22, pp. 1065-1073.
    • (1997) Free Radic Biol Med , vol.22 , pp. 1065-1073
    • Palozza, P.1    Luberto, C.2    Calviello, G.3    Ricci, P.4    Bartoli, G.M.5
  • 31
    • 0028971967 scopus 로고
    • Action of β-carotene as an antioxidant against lipid peroxidation
    • Tsuchihashi, H., Kigoshi, M., Iwatsuki, M. and Niki, E. (1995) Action of β-carotene as an antioxidant against lipid peroxidation. Arch Biochem Biophys, 323, pp. 137-147.
    • (1995) Arch Biochem Biophys , vol.323 , pp. 137-147
    • Tsuchihashi, H.1    Kigoshi, M.2    Iwatsuki, M.3    Niki, E.4
  • 32
    • 0031195251 scopus 로고    scopus 로고
    • Antioxidant reactions of all-trans retinol in phospholipid bilayers: Effect of oxygen partial pressure, radical fluxes, and retinol concentration
    • Tesoriere, L., D'Arpa, D. and Livrea, MA (1997) Antioxidant reactions of all-trans retinol in phospholipid bilayers: Effect of oxygen partial pressure, radical fluxes, and retinol concentration. Arch Biochem Biophys, 343, pp. 13-18.
    • (1997) Arch Biochem Biophys , vol.343 , pp. 13-18
    • Tesoriere, L.1    D'Arpa, D.2    Livrea, M.A.3
  • 33
    • 0023688120 scopus 로고
    • Inhibition of adriamycin-promoted microsomal lipid peroxidation by β-carotene, β-tocopherol and retinol at high and low oxygen partial pressures
    • Vile, GF and Winterbourn, CC (1988) Inhibition of adriamycin-promoted microsomal lipid peroxidation by β-carotene, β-tocopherol and retinol at high and low oxygen partial pressures. FEBS Lett, 238, pp. 353-356.
    • (1988) FEBS Lett , vol.238 , pp. 353-356
    • Vile, G.F.1    Winterbourn, C.C.2
  • 34
    • 0034775553 scopus 로고    scopus 로고
    • Antioxidant and prooxidant properties of carotenoids
    • Young, AJ and Lowe, GM (2001) Antioxidant and prooxidant properties of carotenoids. Arch Biochem Biophys, 385, pp. 20-27.
    • (2001) Arch Biochem Biophys , vol.385 , pp. 20-27
    • Young, A.J.1    Lowe, G.M.2


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.