A Critical Overview of the Chemistry of Copper-Dependent Low Density Lipoprotein Oxidation: Roles of Lipid Hydroperoxides, α-Tocopherol, Thiols, and Ceruloplasmin

Steinbrecher, 1984, Proc. Natl. Acad. Sci. USA, 81, 3883, 10.1073/pnas.81.12.3883

Parthasarathy, 1986, Arteriosclerosis, 6, 505, 10.1161/01.ATV.6.5.505

Steinberg, 1989, New Engl. J. Med., 320, 915, 10.1056/NEJM198901053200122

Chisolm, 2000, Free Rad. Biol. Med., 28, 1815, 10.1016/S0891-5849(00)00344-0

Bowry, 1992, Biochem. J., 288, 341, 10.1042/bj2880341

Bowry, 1993, J. Am. Chem. Soc., 115, 6029, 10.1021/ja00067a019

Ingold, 1993, Proc. Natl. Acad. Sci. USA, 90, 45, 10.1073/pnas.90.1.45

Iwatsuki, 1995, FEBS Lett., 360, 271, 10.1016/0014-5793(95)00122-P

Lynch, 1995, J. Biol. Chem., 270, 5158, 10.1074/jbc.270.10.5158

Ehrenwald, 1994, J. Clin. Invest., 93, 1493, 10.1172/JCI117127

Mukhopadhyay, 1996, J. Biol. Chem., 271, 14773, 10.1074/jbc.271.25.14773

Mukhopadhyay, 1998, Biochemistry, 37, 14222, 10.1021/bi981137t

Laranjinha, 1996, Biochem. Pharmacol., 51, 395, 10.1016/0006-2952(95)02171-X

Witting, 1999, Chem. Res. Toxicol., 12, 1173, 10.1021/tx9900472

Santanam, 1995, J. Clin. Invest., 95, 2594, 10.1172/JCI117961

Kalyanaraman, 1995, J. Lipid Res., 36, 1037, 10.1016/S0022-2275(20)39861-8

Witting, 1997, Biochemistry, 36, 1251, 10.1021/bi962493j

Rubbo, 1995, Arch. Biochem. Biophys., 324, 12, 10.1006/abbi.1995.9935

Upston, 1996, J. Lipid Res., 37, 2650, 10.1016/S0022-2275(20)37468-X

Upston, 1997, J. Biol. Chem., 272, 30067, 10.1074/jbc.272.48.30067

Darley-Usmar, 1992, Free Rad. Res. Commun., 17, 9, 10.3109/10715769209061085

Graham, 1993, FEBS Lett., 330, 181, 10.1016/0014-5793(93)80269-Z

Thomas, 1998, Chem. Res. Toxicol., 11, 484, 10.1021/tx970173a

Kritharides, 1995, Arch. Biochem. Biophys., 323, 127, 10.1006/abbi.1995.0018

Müller, 1998, Free Rad. Res., 29, 207, 10.1080/10715769800300241

Baoutina, 1998, J. Lipid Res., 39, 114, 10.1016/S0022-2275(20)34208-5

Kritharides, 1995, Free Rad. Res., 22, 399, 10.3109/10715769509147549

Garner, 1997, J. Biol. Chem., 272, 6927, 10.1074/jbc.272.11.6927

Smith, 1992, Biochem. J., 286, 901, 10.1042/bj2860901

Ueda, 1998, Arch. Biochem. Biophys., 357, 231, 10.1006/abbi.1998.0811

Maiorino, 1995, Free Rad. Biol. Med., 18, 67, 10.1016/0891-5849(94)00103-Q

Abuja, 1997, Chem. Res. Toxicol., 10, 644, 10.1021/tx9700073

Grossi, 1998, J. Org. Chem., 63, 8366, 10.1021/jo9812678

Qian, 2000, Free Rad. Biol. Med., 29, 568, 10.1016/S0891-5849(00)00407-X

Abuja, 1995, Chem. Res. Toxicol., 8, 753, 10.1021/tx00047a016

Small, 1979, Photochem. Photobiol., 29, 49, 10.1111/j.1751-1097.1979.tb09258.x

Esterbauer, 1992, Free Rad. Biol. Med., 13, 341, 10.1016/0891-5849(92)90181-F

Koppenol, 1985, Adv. Free Rad. Biol. Med., 1, 91, 10.1016/8755-9668(85)90005-5

Yoshida, 1993, Biochim. Biophys. Acta, 1210, 81, 10.1016/0005-2760(93)90052-B

Buettner, 1993, Arch. Biochem. Biophys., 300, 535, 10.1006/abbi.1993.1074

Das, 1998, J. Phys. Chem., 102, 280, 10.1021/jp972903t

Patel, 1997, Biochem. J., 322, 425, 10.1042/bj3220425

Sayre, 1996, Science, 274, 1933, 10.1126/science.274.5294.1933

Cadenas, 1998, Free Rad. Res., 28, 601, 10.3109/10715769809065816

Bossu, 1977, J. Am. Chem. Soc., 99, 2195, 10.1021/ja00449a028

Lappin, 1980, Inorg. Chem., 19, 407, 10.1021/ic50204a025

Koppenol, 1990, FEBS Lett., 264, 165, 10.1016/0014-5793(90)80239-F

Burton, 1986, Acc. Chem. Res., 19, 194, 10.1021/ar00127a001

Esterbauer, 1987, J. Lipid Res., 28, 495, 10.1016/S0022-2275(20)38678-8

Kagan, 1992, J. Lipid Res., 33, 385, 10.1016/S0022-2275(20)41529-9

Barclay, 1997, J. Am. Chem. Soc., 119, 5764, 10.1021/ja9705856

Frei, 1993, J. Lipid Res., 34, 2135, 10.1016/S0022-2275(20)35354-2

Thomas, 1994, Arch. Biochem. Biophys., 315, 244, 10.1006/abbi.1994.1496

Yoshida, 1994, Biochim. Biophys. Acta, 1200, 85, 10.1016/0304-4165(94)90121-X

Maiorino, 1993, FEBS Lett., 330, 174, 10.1016/0014-5793(93)80267-X

Witting, 1995, FEBS Lett., 375, 45, 10.1016/0014-5793(95)01172-B

Proudfoot, 1997, Free Rad. Biol. Med., 23, 720, 10.1016/S0891-5849(97)00015-4

Yamamoto, 1988, Biochim. Biophys. Acta, 958, 19, 10.1016/0005-2760(88)90241-X

Yang, 1990, Proc. Natl. Acad. Sci. USA, 87, 5523, 10.1073/pnas.87.14.5523

Davis, 1983, J. Chem. Soc. Perkin Trans., 2, 1763, 10.1039/p29830001763

Kachur, 1999, Free Rad. Res., 31, 23, 10.1080/10715769900300571

Blumberg, 1968, J. Chem. Phys., 49, 1793, 10.1063/1.1670309

Gilbert, 1997, 49

Burkitt, 2000, Arch. Biochem. Biophys., 381, 253, 10.1006/abbi.2000.1973

Saez, 1982, Biochim. Biophys. Acta, 719, 24, 10.1016/0304-4165(82)90302-6

Gilbert, 1999, J. Chem. Soc., Perkin Trans., 2, 1115, 10.1039/a901179j

Hemmerich, 1966, Angew. Chem. Int. Ed. Engl., 5, 422, 10.1002/anie.196604222

Kroneck, 1971, Inorg. Nucl. Chem. Lett., 7, 659, 10.1016/0020-1650(71)80052-1

Kuzuya, 1992, Biochim. Biophys. Acta, 1123, 334, 10.1016/0005-2760(92)90015-N

Chen, 1997, Redox Rep., 3, 175, 10.1080/13510002.1997.11747106

Retsky, 1999, Free Rad. Biol. Med., 26, 90, 10.1016/S0891-5849(98)00151-8

Ueda, 1995, Free Rad. Biol. Med., 18, 929, 10.1016/0891-5849(94)00213-4

Kaim, 1996, Angew. Chem. Int. Ed. Engl., 35, 43, 10.1002/anie.199600431

Fergusson, 1997, Free Rad. Biol. Med., 341, 287

Gey, 1993, Brit. Med. Bull., 49, 679, 10.1093/oxfordjournals.bmb.a072640

Thomas, 1998, Chem. Res. Toxicol., 11, 484, 10.1021/tx970173a

Thomas, 2000, Free Rad. Biol. Med., 28, 1795, 10.1016/S0891-5849(00)00236-7

Neužil, 1997, Free Rad. Biol. Med., 22, 57, 10.1016/S0891-5849(96)00224-9

Kontush, 1996, J. Lipid Res., 37, 1436, 10.1016/S0022-2275(20)39128-8

Aihara, 1990, Biochem. Biophys. Res. Commun., 168, 169, 10.1016/0006-291X(90)91689-P

Urano, 1993, Biochem. Biophys. Res. Commun., 192, 568, 10.1006/bbrc.1993.1453

Aihara, 1993, J. Chem. Soc., Perkin Trans., 2, 2165, 10.1039/P29930002165

Bielski, 1985, J. Phys. Chem. Ref. Data, 14, 1041, 10.1063/1.555739

Pecci, 1997, Biochem. Biophys. Res. Commun., 235, 264, 10.1006/bbrc.1997.6756

Klug, 1972, J. Biol. Chem., 247, 4839, 10.1016/S0021-9258(19)44987-9

Thomas, 1992, Biochim. Biophys. Acta, 1128, 50, 10.1016/0005-2760(92)90256-U

Lynch, 1993, J. Lipid Res., 34, 1745, 10.1016/S0022-2275(20)35737-0

Udenfriend, 1954, J. Biol. Chem., 208, 731, 10.1016/S0021-9258(18)65598-X

Burkitt, 1990, Free Rad. Res. Commun., 10, 265, 10.3109/10715769009149895

Masarwa, 1988, J. Am. Chem. Soc., 110, 4293, 10.1021/ja00221a031

Sagripanti, 1989, J. Biol. Chem., 264, 1729, 10.1016/S0021-9258(18)94247-X

Stoewe, 1987, Free Rad. Biol. Med., 3, 97, 10.1016/S0891-5849(87)80003-5

Aruoma, 1991, Biochem. J., 273, 601, 10.1042/bj2730601

Gunther, 1995, Arch. Biochem. Biophys., 316, 515, 10.1006/abbi.1995.1068

Oikawa, 1996, Biochemistry, 35, 4584, 10.1021/bi9527000

Burkitt, 1995, Arch. Biochem. Biophys., 323, 63, 10.1006/abbi.1995.0010

Morgan, 1976, Nucleic Acids Res., 3, 1139, 10.1093/nar/3.5.1139

Que, 1980, Biochemistry, 19, 5987, 10.1021/bi00567a007

Dizdaroglu, 1990, Biochemistry, 29, 8447, 10.1021/bi00488a035

Burkitt, 1996, FEBS Lett., 379, 51, 10.1016/0014-5793(95)01481-0

Yamashita, 1998, Chem. Res. Toxicol., 11, 855, 10.1021/tx970129v

Fazal, 1990, Carcinogenesis, 11, 2005, 10.1093/carcin/11.11.2005

Ahmed, 1994, Carcinogenesis, 15, 1627, 10.1093/carcin/15.8.1627

Sahu, 1994, Cancer Lett., 85, 159, 10.1016/0304-3835(94)90269-0

Li, 1993, Carcinogenesis, 14, 1303, 10.1093/carcin/14.7.1303

Li, 1994, Cancer Res. (Suppl.), 54, 1895s

Li, 1994, Carcinogenesis, 15, 1421, 10.1093/carcin/15.7.1421

Yamanaka, 1997, FEBS Lett., 405, 186, 10.1016/S0014-5793(97)00185-3

Yamanaka, 1997, FEBS Lett., 401, 230, 10.1016/S0014-5793(96)01455-X

Markides, 1998, Arch. Biochem. Biophys., 360, 105, 10.1006/abbi.1998.0934

DeFelippis, 1989, Biochemistry, 28, 4847, 10.1021/bi00437a049

Kagawa, 1991, J. Biol. Chem., 266, 20175, 10.1016/S0021-9258(18)54906-1

Davies, M. J, and, Dean, R. T. 1997, Radical-Mediated Protein Oxidation. From Chemistry to Medicine, Oxford Univ. Press, Oxford.

Marx, 1986, Biochem. J., 236, 397, 10.1042/bj2360397

Ozawa, 1993, Biochem. Mol. Biol. Int., 29, 247

Patterson, 1998, FEBS Lett., 434, 317, 10.1016/S0014-5793(98)01002-3

Uchida, 1986, Biochem. Biophys. Res. Commun., 138, 659, 10.1016/S0006-291X(86)80547-2

Bedwell, 1989, Biochem. J., 262, 707, 10.1042/bj2620707

Graham, 1998, Free Rad. Res., 28, 611, 10.3109/10715769809065817

Heinecke, 1987, J. Biol. Chem., 262, 10098, 10.1016/S0021-9258(18)61082-8

Sparrow, 1993, J. Lipid Res., 34, 1219, 10.1016/S0022-2275(20)37709-9

Heinecke, 1993, J. ipid Res., 34, 2051

Graham, 1996, Free Rad. Res., 25, 181, 10.3109/10715769609149923

Lynch, 1997, Biochim. Biophys. Acta, 1345, 215, 10.1016/S0005-2760(96)00182-8

Asmus, 1990, Methods Enzymol., 186, 168, 10.1016/0076-6879(90)86107-7

Schoneich, 1992, Arch. Biochem. Biophys., 292, 456, 10.1016/0003-9861(92)90016-P

Kachur, 1998, Free Rad. Res., 28, 259, 10.3109/10715769809069278

Searle, 1982, J. Inorg. Biochem., 17, 161, 10.1016/S0162-0134(00)80085-9

Gilbert, 1975, J. Chem. Soc. Perkin Trans., 2, 892, 10.1039/P29750000892

Gilbert, 1977, J. Chem. Soc. Perkin Trans., 2, 497, 10.1039/p29770000497

Hanna, 1992, Arch. Biochem. Biophys., 295, 205, 10.1016/0003-9861(92)90507-S

Gilbert, 1999, J. Chem. Soc. Perkin Trans., 2, 1891, 10.1039/a903403j

Milne, 1993, Arch. Biochem. Biophys., 304, 102, 10.1006/abbi.1993.1327

Gilbert, 1988, J. Chem. Soc. Perkin Trans., II, 1867, 10.1039/P29880001867

Burkitt, 1994, Methods Enzymol., 234, 66, 10.1016/0076-6879(94)34078-1

Tsang, S. Y. 1996, Ph.D. Thesis, Department of Chemistry Aberdeen, Aberdeen, UK.

Santanam, 1995, J. Lipid Res., 36, 2203, 10.1016/S0022-2275(20)39204-X

Rydén, 1984, 37

Fox, 1995, Life Sci., 56, 1749, 10.1016/0024-3205(95)00146-W

Fox, 2000, Free Rad. Biol. Med., 28, 1735, 10.1016/S0891-5849(00)00231-8

Van Eden, 2000, Arch. Biochem. Biophys., 381, 119, 10.1006/abbi.2000.1952

Evans, 1994, Methods Enzymol., 233, 82, 10.1016/S0076-6879(94)33010-7

Burkitt, 2001, Clin. Sci., 100, 239, 10.1042/CS20000237

Lamb, 1994, FEBS Lett., 338, 122, 10.1016/0014-5793(94)80348-X

Ehrenwald, 1996, J. Clin. Invest., 97, 884, 10.1172/JCI118491

Leake, 1997, Atherosclerosis, 129, 149, 10.1016/S0021-9150(96)06035-2

Mukhopadhyay, 1997, Proc. Natl. Acad. Sci. USA, 94, 11546, 10.1073/pnas.94.21.11546

Chisolm, 1999, J. Biol. Chem., 274, 25959, 10.1074/jbc.274.37.25959

Wang, 1992, J. Am. Chem. Soc., 114, 248, 10.1021/ja00027a032

Wood, 1995, FEBS Lett., 366, 75, 10.1016/0014-5793(95)00494-T

Jessup, 1993, Atherosclerosis, 99, 107, 10.1016/0021-9150(93)90056-Z

Buxton, 1988, J. Phys. Chem. Ref. Data, 17, 513, 10.1063/1.555805