메뉴 건너뛰기




Volumn 62, Issue 7-8, 2005, Pages 834-847

Thiyl radicals in biosystems: Effects on lipid structures and metabolisms

Author keywords

cis trans isomerization; Lipid metabolism; Membrane phospholipid; Thiyl radicals; trans lipids; Unsaturated fatty acids

Indexed keywords

LIPID; RADICAL; REACTIVE OXYGEN METABOLITE; THIYL RADICAL; UNCLASSIFIED DRUG; UNSATURATED FATTY ACID;

EID: 18644362920     PISSN: 1420682X     EISSN: None     Source Type: Journal    
DOI: 10.1007/s00018-005-4475-y     Document Type: Review
Times cited : (38)

References (82)
  • 2
    • 0030246898 scopus 로고    scopus 로고
    • Contemporary issues in toxicology. Compartmentation of glutathione: Implications for the study of toxicity and disease
    • Smith C. V., Jones D. P., Guentner T. M., Lash L. H. and Lanterburg B. H. (1996) Contemporary issues in toxicology. Compartmentation of glutathione: implications for the study of toxicity and disease. Toxicol. Appl. Pharmacol. 140: 1-12.
    • (1996) Toxicol. Appl. Pharmacol. , vol.140 , pp. 1-12
    • Smith, C.V.1    Jones, D.P.2    Guentner, T.M.3    Lash, L.H.4    Lanterburg, B.H.5
  • 6
    • 0032560621 scopus 로고    scopus 로고
    • Ionization-reactivity relationship for cysteine thiols in polypeptides
    • Bulaj G., Kortemme T. and Goldenberg D. P. (1998) Ionization-reactivity relationship for cysteine thiols in polypeptides. Biochemistry, 37:8965-8972.
    • (1998) Biochemistry , vol.37 , pp. 8965-8972
    • Bulaj, G.1    Kortemme, T.2    Goldenberg, D.P.3
  • 8
    • 0037134845 scopus 로고    scopus 로고
    • Effect of protein disulfide isomerase on the rate-determining steps of the folding of bovine pancreatic ribonuclease A
    • Shin H.-C., Song M.-C. and Scheraga H. A. (2002) Effect of protein disulfide isomerase on the rate-determining steps of the folding of bovine pancreatic ribonuclease A. FEBS Lett. 521: 77-80
    • (2002) FEBS Lett. , vol.521 , pp. 77-80
    • Shin, H.-C.1    Song, M.-C.2    Scheraga, H.A.3
  • 9
    • 0142062498 scopus 로고    scopus 로고
    • Radicals with a controlled lifestyle
    • Stubbe J. (2003) Radicals with a controlled lifestyle. Chem. Commun. 2511-2513
    • (2003) Chem. Commun. , pp. 2511-2513
    • Stubbe, J.1
  • 10
    • 0032466214 scopus 로고    scopus 로고
    • Radical species in the catalytic pathways of enzymes from anaerobes
    • Buckel W. and Golding B. T. (1999) Radical species in the catalytic pathways of enzymes from anaerobes. FEMS Microb. Rev. 22: 523-541
    • (1999) FEMS Microb. Rev. , vol.22 , pp. 523-541
    • Buckel, W.1    Golding, B.T.2
  • 13
    • 0027267778 scopus 로고
    • Influence of intracellular thiol and polyamine levels on radioprotection by aminothiols
    • Prager A., Terry N. H. A. and Murray D. (1993) Influence of intracellular thiol and polyamine levels on radioprotection by aminothiols. Int. J. Radiat. Biol. 64: 71-81
    • (1993) Int. J. Radiat. Biol. , vol.64 , pp. 71-81
    • Prager, A.1    Terry, N.H.A.2    Murray, D.3
  • 14
    • 8244222299 scopus 로고    scopus 로고
    • Thiol WR-1065 and disulphide WR-33278, two metabolites of the drug Ethyol (WR-2721), protect DNA against fast neutron-induced strand breakage
    • Savoye C., Swenberg C., Hugot S., Sy D., Sabattier R., Charlier M. et al. (1997) Thiol WR-1065 and disulphide WR-33278, two metabolites of the drug Ethyol (WR-2721), protect DNA against fast neutron-induced strand breakage. Int. J. Radiat. Biol. 71: 193-102
    • (1997) Int. J. Radiat. Biol. , vol.71 , pp. 193-1102
    • Savoye, C.1    Swenberg, C.2    Hugot, S.3    Sy, D.4    Sabattier, R.5    Charlier, M.6
  • 15
    • 0018410666 scopus 로고
    • Protection of liposomal lipids against radiation induced oxidative damage
    • Koning A. W. T., Damen J. and Trieling W. B. (1979) Protection of liposomal lipids against radiation induced oxidative damage. Int. J. Radiat. Biol. 35: 343-350
    • (1979) Int. J. Radiat. Biol. , vol.35 , pp. 343-350
    • Koning, A.W.T.1    Damen, J.2    Trieling, W.B.3
  • 16
    • 0035400112 scopus 로고    scopus 로고
    • Thiyl radicals abstract hydrogen atoms from carbohydrates: Reactivity and selectivity
    • Pogocki D. and Schöneich C. (2001) Thiyl radicals abstract hydrogen atoms from carbohydrates: reactivity and selectivity. Free Radic. Biol. Med. 31: 98-107
    • (2001) Free Radic. Biol. Med. , vol.31 , pp. 98-107
    • Pogocki, D.1    Schöneich, C.2
  • 17
    • 0037467060 scopus 로고    scopus 로고
    • Thiyl radicals abstract hydrogen atoms from the aC-H bonds in model peptides: Absolute rate constants and effect of amino acid structure
    • Nauser T. and Schöneich C. (2003) Thiyl radicals abstract hydrogen atoms from the aC-H bonds in model peptides: absolute rate constants and effect of amino acid structure. J. Am. Chem. Soc. 125: 2042-2043
    • (2003) J. Am. Chem. Soc. , vol.125 , pp. 2042-2043
    • Nauser, T.1    Schöneich, C.2
  • 18
    • 0023138271 scopus 로고
    • The reverse of the repair reaction of thiols: H-abstraction at carbon by thiyl radicals
    • Shahid Akhlaq M., Schuchmann H.-P. and von Sonntag C. (1987) The reverse of the repair reaction of thiols: H-abstraction at carbon by thiyl radicals. Int. J. Radiat. Biol. 51: 91-102
    • (1987) Int. J. Radiat. Biol. , vol.51 , pp. 91-102
    • Shahid Akhlaq, M.1    Schuchmann, H.-P.2    Von Sonntag, C.3
  • 19
    • 0002916557 scopus 로고    scopus 로고
    • Thiyl radicals in biology: Their role as a 'molecular switch' central to oxidative stress
    • Alfassi Z. B. (ed.), Wiley, Chichester
    • Wardman P. (1999) Thiyl radicals in biology: their role as a 'molecular switch' central to oxidative stress. In: S-Centered Radicals, pp. 289-309, Alfassi Z. B. (ed.), Wiley, Chichester
    • (1999) S-Centered Radicals , pp. 289-309
    • Wardman, P.1
  • 20
    • 84957672726 scopus 로고
    • Photochemistry of thiols
    • Patai S. (ed.), Wiley, London
    • Knight A. R. (1974) Photochemistry of thiols. In: The Chemistry of Thiol Group. Part 1, pp. 455-479, Patai S. (ed.), Wiley, London
    • (1974) The Chemistry of Thiol Group , Issue.1 PART , pp. 455-479
    • Knight, A.R.1
  • 21
    • 18644385423 scopus 로고
    • A spectrophotometric study of the bleaching of ferric-cysteinate
    • Leussing D. L., Mislan J. P. and Goll R. J. (1960) A spectrophotometric study of the bleaching of ferric-cysteinate. J. Phys. Chem. 64: 1070-1073
    • (1960) J. Phys. Chem. , vol.64 , pp. 1070-1073
    • Leussing, D.L.1    Mislan, J.P.2    Goll, R.J.3
  • 22
    • 37049089751 scopus 로고
    • Anaerobic oxidation of cysteine to cystine by iron (III). Part 1. The reaction in acid solution
    • Jameson R. F., Linert W., Tschinkowitz A. and Gutmann V. (1988) Anaerobic oxidation of cysteine to cystine by iron (III). Part 1. The reaction in acid solution. J. Chem. Soc. Dalton Trans. 943-946
    • (1988) J. Chem. Soc. Dalton Trans. , pp. 943-946
    • Jameson, R.F.1    Linert, W.2    Tschinkowitz, A.3    Gutmann, V.4
  • 23
    • 37049080748 scopus 로고
    • Anaerobic oxidation of cysteine to cystine by iron (III). Part 2. The reaction in basic solution
    • Jameson R. F., Linert W., Tschinkowitz A. and Gutmann V. (1988) Anaerobic oxidation of cysteine to cystine by iron (III). Part 2. The reaction in basic solution. J. Chem. Soc. Dalton Trans. 2109-2112
    • (1988) J. Chem. Soc. Dalton Trans. , pp. 2109-2112
    • Jameson, R.F.1    Linert, W.2    Tschinkowitz, A.3    Gutmann, V.4
  • 24
    • 0033303442 scopus 로고    scopus 로고
    • Protein-bound iron-sulfur centers. Form, function and assembly
    • Bian S. and Cowan J. A. (1999) Protein-bound iron-sulfur centers. Form, function and assembly. Coord. Chem. Rev. 190-192: 1049-1066
    • (1999) Coord. Chem. Rev. , vol.190-192 , pp. 1049-1066
    • Bian, S.1    Cowan, J.A.2
  • 26
    • 0001060282 scopus 로고    scopus 로고
    • Sulfur centered radicals
    • Renaud P. and Sibi M. P. (eds), Wiley, Chichester
    • Bertrand M. P. and Ferreri C. (2001) Sulfur centered radicals. In: Radicals in Organic Synthesis, pp. 485-504, Renaud P. and Sibi M. P. (eds), Wiley, Chichester
    • (2001) Radicals in Organic Synthesis , pp. 485-504
    • Bertrand, M.P.1    Ferreri, C.2
  • 27
    • 0026599052 scopus 로고
    • Oxidation of polyunsaturated fatty acids and lipids through thiyl and sulfonyl radicals: Reaction kinetics and influence of oxygen and structure of thiyl radicals
    • Schöneich C., Dillinger U., von Bruchhausen E and Asmus K.-D. (1992) Oxidation of polyunsaturated fatty acids and lipids through thiyl and sulfonyl radicals: reaction kinetics and influence of oxygen and structure of thiyl radicals. Arch. Biochem. Biophys. 292: 456-467
    • (1992) Arch. Biochem. Biophys. , vol.292 , pp. 456-467
    • Schöneich, C.1    Dillinger, U.2    Von Bruchhausen, E.3    Asmus, K.-D.4
  • 29
    • 0014548702 scopus 로고
    • Cis-trans-isomerization of unsaturated fatty acid methyl esters without double bond migration
    • Sgoutas D. and Kummerow F. (1969) Cis-trans-isomerization of unsaturated fatty acid methyl esters without double bond migration. Lipids 4: 283-287
    • (1969) Lipids , vol.4 , pp. 283-287
    • Sgoutas, D.1    Kummerow, F.2
  • 30
    • 0031684106 scopus 로고    scopus 로고
    • Thiyl radical-induced cis-trans-isomerization of methyl linoleate in methanol and of linoleic acid residues in liposomes
    • Schwinn J., Sprinz H., Drössler K., Leistner S. and Brede O. (1998) Thiyl radical-induced cis-trans-isomerization of methyl linoleate in methanol and of linoleic acid residues in liposomes. Int. J. Radiat. Biol. 74: 359-365
    • (1998) Int. J. Radiat. Biol. , vol.74 , pp. 359-365
    • Schwinn, J.1    Sprinz, H.2    Drössler, K.3    Leistner, S.4    Brede, O.5
  • 31
    • 0033531412 scopus 로고    scopus 로고
    • The thiyl radical-mediated isomerization of cis-monounsaturated fatty acid residues in phospholipids: A novel path of membrane damage?
    • Ferreri C., Costantino C., Landi L., Mulazzani Q. G. and Chatgilialoglu C. (1999) The thiyl radical-mediated isomerization of cis-monounsaturated fatty acid residues in phospholipids: a novel path of membrane damage? Chem. Commun. 407-408
    • (1999) Chem. Commun. , pp. 407-408
    • Ferreri, C.1    Costantino, C.2    Landi, L.3    Mulazzani, Q.G.4    Chatgilialoglu, C.5
  • 32
    • 0033992066 scopus 로고    scopus 로고
    • Mechanism of thiyl radical-catalyzed isomerization of unsaturated fatty acid residues in homogeneous solution and in liposomes
    • Sprinz H., Schwinn J., Naumov S. and Brede O. (2000) Mechanism of thiyl radical-catalyzed isomerization of unsaturated fatty acid residues in homogeneous solution and in liposomes. Biochim. Biophys. Acta 1483: 91-100
    • (2000) Biochim. Biophys. Acta , vol.1483 , pp. 91-100
    • Sprinz, H.1    Schwinn, J.2    Naumov, S.3    Brede, O.4
  • 33
    • 0034679015 scopus 로고    scopus 로고
    • Cis-trans-isomerization of monounsaturated fatty acid residues in phospholipids by thiyl radicals
    • Chatgilialoglu C., Ferreri C., Ballestri M., Mulazzani Q. G. and Landi L. (2000) Cis-trans-isomerization of monounsaturated fatty acid residues in phospholipids by thiyl radicals. J. Am. Chem. Soc. 122: 4593-4601
    • (2000) J. Am. Chem. Soc. , vol.122 , pp. 4593-4601
    • Chatgilialoglu, C.1    Ferreri, C.2    Ballestri, M.3    Mulazzani, Q.G.4    Landi, L.5
  • 34
    • 0034746678 scopus 로고    scopus 로고
    • Transformation of phospholipid membranes by thiyl radicals via cis-trans-isomerization of fatty acid residues
    • Sprinz H., Adhikari S. and Brede O. (2001) Transformation of phospholipid membranes by thiyl radicals via cis-trans-isomerization of fatty acid residues. Adv. Colloid Interface Sci. 89-90: 313-325
    • (2001) Adv. Colloid Interface Sci. , vol.89-90 , pp. 313-325
    • Sprinz, H.1    Adhikari, S.2    Brede, O.3
  • 35
    • 10844270510 scopus 로고    scopus 로고
    • A biomimetic model of tandem radical damage involving sulfur-containing proteins and unsaturated lipids
    • Ferreri C., Manco I., Faraone-Mennella M. R., Torreggiani A., Tamba M. and Chatgilialoglu C. (2004) A biomimetic model of tandem radical damage involving sulfur-containing proteins and unsaturated lipids. ChemBioChem 5: 1710-1712
    • (2004) ChemBioChem , vol.5 , pp. 1710-1712
    • Ferreri, C.1    Manco, I.2    Faraone-Mennella, M.R.3    Torreggiani, A.4    Tamba, M.5    Chatgilialoglu, C.6
  • 36
    • 0037202139 scopus 로고    scopus 로고
    • The kinetics of thiyl radical-induced reactions of monounsaturated fatty acid esters
    • Chatgilialoglu C., Altieri A. and Fischer H. (2002) The kinetics of thiyl radical-induced reactions of monounsaturated fatty acid esters. J. Am. Chem. Soc. 124: 12816-12823
    • (2002) J. Am. Chem. Soc. , vol.124 , pp. 12816-12823
    • Chatgilialoglu, C.1    Altieri, A.2    Fischer, H.3
  • 37
    • 0034837966 scopus 로고    scopus 로고
    • Thiyl radical induced isomerization of unsaturated fatty acids: Determination of equilibrium constants
    • Adhikari S., Sprinz H. and Brede O. (2001) Thiyl radical induced isomerization of unsaturated fatty acids: determination of equilibrium constants. Res. Chem. Intermed. 27: 549-559
    • (2001) Res. Chem. Intermed. , vol.27 , pp. 549-559
    • Adhikari, S.1    Sprinz, H.2    Brede, O.3
  • 38
    • 6444245708 scopus 로고    scopus 로고
    • Geometrical isomerism of monounsaturated fatty acids. Thiyl radical catalysis and influence of antioxidant vitamins
    • Chatgilialoglu C., Zambonin L., Altieri A., Ferreri C., Mulazzani Q. G. and Landi L. (2002) Geometrical isomerism of monounsaturated fatty acids. Thiyl radical catalysis and influence of antioxidant vitamins. Free Radic. Biol. Med. 33: 1681-1692
    • (2002) Free Radic. Biol. Med. , vol.33 , pp. 1681-1692
    • Chatgilialoglu, C.1    Zambonin, L.2    Altieri, A.3    Ferreri, C.4    Mulazzani, Q.G.5    Landi, L.6
  • 39
    • 0034814705 scopus 로고    scopus 로고
    • Cis-trans isomerization of polyunsaturated fatty acid residues in phospholipids catalysed by thiyl radicals
    • Ferreri C., Costantino C., Perrotta L., Landi L., Chatgilialoglu C. and Mulazzani Q. G. (2001) Cis-trans isomerization of polyunsaturated fatty acid residues in phospholipids catalysed by thiyl radicals. J. Am. Chem. Soc. 123: 4459-4468
    • (2001) J. Am. Chem. Soc. , vol.123 , pp. 4459-4468
    • Ferreri, C.1    Costantino, C.2    Perrotta, L.3    Landi, L.4    Chatgilialoglu, C.5    Mulazzani, Q.G.6
  • 40
    • 0942287124 scopus 로고    scopus 로고
    • Regioselective cis-trans-isomerization of arachidonic double bonds by thiyl radicals: The influence of phospholipids supramolecular organization
    • Ferreri C., Samadi A., Sassatelli F., Landi L. and Chatgilialoglu C. (2004) Regioselective cis-trans-isomerization of arachidonic double bonds by thiyl radicals: the influence of phospholipids supramolecular organization. J. Am. Chem. Soc. 126: 1063-1072
    • (2004) J. Am. Chem. Soc. , vol.126 , pp. 1063-1072
    • Ferreri, C.1    Samadi, A.2    Sassatelli, F.3    Landi, L.4    Chatgilialoglu, C.5
  • 41
    • 1842870542 scopus 로고    scopus 로고
    • Arachidonate geometrical isomers generated by thiyl radicals: The relationship with trans-lipids detected in biological samples
    • Ferreri C., Faraone-Mennella M. R., Formisano C., Landi L. and Chatgilialoglu C. (2002) Arachidonate geometrical isomers generated by thiyl radicals: the relationship with trans-lipids detected in biological samples. Free Radical Biol. Med. 33: 1516-1526
    • (2002) Free Radical Biol. Med. , vol.33 , pp. 1516-1526
    • Ferreri, C.1    Faraone-Mennella, M.R.2    Formisano, C.3    Landi, L.4    Chatgilialoglu, C.5
  • 43
    • 0021185604 scopus 로고
    • Oxidation of lipids. 7. Oxidation of phosphatidylcholines in homogenous solution and in water dispersion
    • Yamamoto Y., Niki E., Kamiya Y. and Shimasaki H. (1984) Oxidation of lipids. 7. Oxidation of phosphatidylcholines in homogenous solution and in water dispersion. Biochim. Biophys. Acta 795: 332-340
    • (1984) Biochim. Biophys. Acta , vol.795 , pp. 332-340
    • Yamamoto, Y.1    Niki, E.2    Kamiya, Y.3    Shimasaki, H.4
  • 44
    • 0027232771 scopus 로고
    • Model biomembranes: Quantitative studies of peroxidation, antioxidant action, partitioning and oxidative stress
    • Barclay L. R. C. (1993) Model biomembranes: quantitative studies of peroxidation, antioxidant action, partitioning and oxidative stress. Can. J. Chem. 71: 1-16
    • (1993) Can. J. Chem. , vol.71 , pp. 1-16
    • Barclay, L.R.C.1
  • 46
    • 0031984160 scopus 로고    scopus 로고
    • 2,2′-Azobis(4-methoxy-2,4-dimethyl-valeronitrile), a new lipid-soluble azo initiator: Application to oxidations of lipids and low-density lipoprotein in solution and in aqueous dispersions
    • Noguchi N., Yamashita H., Gotoh N., Yamamoto Y., Numano R. and Niki E. (1998) 2,2′-Azobis(4-methoxy-2,4-dimethyl-valeronitrile), a new lipid-soluble azo initiator: application to oxidations of lipids and low-density lipoprotein in solution and in aqueous dispersions. Free Radic. Biol. Med. 24: 259-268
    • (1998) Free Radic. Biol. Med. , vol.24 , pp. 259-268
    • Noguchi, N.1    Yamashita, H.2    Gotoh, N.3    Yamamoto, Y.4    Numano, R.5    Niki, E.6
  • 48
    • 0020027542 scopus 로고
    • The reaction of the hydroxyl radical with glutathione in neutral and alkaline aqueous solution
    • Sjörberg L., Eriksen T. E. and Révész, L. (1982) The reaction of the hydroxyl radical with glutathione in neutral and alkaline aqueous solution. Radiat. Res. 89: 255-263
    • (1982) Radiat. Res. , vol.89 , pp. 255-263
    • Sjörberg, L.1    Eriksen, T.E.2    Révész, L.3
  • 49
    • 0026761957 scopus 로고
    • Intramolecular transformation reaction of the glutathione thiyl radical into a non-sulphur-centred radical: A pulse radiolysis and EPR study
    • Grierson L., Hildenbrand K. and Bothe E. (1992) Intramolecular transformation reaction of the glutathione thiyl radical into a non-sulphur-centred radical: a pulse radiolysis and EPR study. Int. J. Radiat. Biol. 62: 265-277
    • (1992) Int. J. Radiat. Biol. , vol.62 , pp. 265-277
    • Grierson, L.1    Hildenbrand, K.2    Bothe, E.3
  • 50
    • 0014210084 scopus 로고
    • Action of atomic hydrogen on ribonuclease in aqueous solution
    • Holmes B. E., Navon G. and Stein G. (1967) Action of atomic hydrogen on ribonuclease in aqueous solution. Nature 213: 1087-1091
    • (1967) Nature , vol.213 , pp. 1087-1091
    • Holmes, B.E.1    Navon, G.2    Stein, G.3
  • 51
    • 0029740580 scopus 로고    scopus 로고
    • Transport of aminothiol radioprotectors into mammalian cells: Passive diffusion versus mediated uptake
    • Newton G. L., Aguilera J. A., Kim T. Ward J. F. and Fahey R. C. (1996) Transport of aminothiol radioprotectors into mammalian cells: passive diffusion versus mediated uptake. Radiat. Res. 146: 206-215
    • (1996) Radiat. Res. , vol.146 , pp. 206-215
    • Newton, G.L.1    Aguilera, J.A.2    Kim, T.3    Ward, J.F.4    Fahey, R.C.5
  • 52
    • 0037069691 scopus 로고    scopus 로고
    • Into unknown territory
    • Allison A. (2002) Into unknown territory. Nature 420: 600-601
    • (2002) Nature , vol.420 , pp. 600-601
    • Allison, A.1
  • 53
    • 0002916557 scopus 로고    scopus 로고
    • Thiyl radicals in biology: Their role as a 'molecular switch' central to oxidative stress
    • Alfassi Z. B. (ed.), Wiley, Chichester
    • Wardman P. (1999) Thiyl radicals in biology: Their role as a 'molecular switch' central to oxidative stress. In: S-centered radicals, p. 295, Alfassi Z. B. (ed.), Wiley, Chichester
    • (1999) S-centered Radicals , pp. 295
    • Wardman, P.1
  • 54
    • 0022550162 scopus 로고
    • Interactions of thiyl free radicals with oxygen: A pulse radiolysis study
    • Tamba M., Simone G. and Quintiliani M. (1986) Interactions of thiyl free radicals with oxygen: a pulse radiolysis study. Int. J. Radiat. Biol. 50: 595-600
    • (1986) Int. J. Radiat. Biol. , vol.50 , pp. 595-600
    • Tamba, M.1    Simone, G.2    Quintiliani, M.3
  • 55
    • 0025347398 scopus 로고
    • Liposomes composed of partially hydrogenated egg phosphatidylcholines: Fatty acid composition, thermal phase behavior and oxidative stability
    • Lang J., Vigo-Pelfrey C. and Martin F. (1990) Liposomes composed of partially hydrogenated egg phosphatidylcholines: fatty acid composition, thermal phase behavior and oxidative stability. Chem. Phys. Lipids 53: 91-101
    • (1990) Chem. Phys. Lipids , vol.53 , pp. 91-101
    • Lang, J.1    Vigo-Pelfrey, C.2    Martin, F.3
  • 56
    • 0141706615 scopus 로고    scopus 로고
    • Trans unsaturated fatty acids are less oxidizable than cis unsaturated fatty acids and protect endogenous lipids from oxidation in lipoproteins and lipid bilayers
    • Sargis R. M. and Subbaiah P. V. (2003) Trans unsaturated fatty acids are less oxidizable than cis unsaturated fatty acids and protect endogenous lipids from oxidation in lipoproteins and lipid bilayers. Biochemistry 42: 11533-11543
    • (2003) Biochemistry , vol.42 , pp. 11533-11543
    • Sargis, R.M.1    Subbaiah, P.V.2
  • 57
    • 0004224163 scopus 로고
    • Marcel Dekker, New York
    • Cevc G. (ed.) (1993) Phospholipids Handbook, p. 946, Marcel Dekker, New York
    • (1993) Phospholipids Handbook , pp. 946
    • Cevc, G.1
  • 58
    • 0026524755 scopus 로고
    • Molecular motions and dynamics of a diunsaturated acyl chain in a lipid bilayer: Implications for the role of polyunsaturation in biological membranes
    • Baezinger J. E., Jarrell H. C. and Smith I. C. P. (1992) Molecular motions and dynamics of a diunsaturated acyl chain in a lipid bilayer: implications for the role of polyunsaturation in biological membranes. Biochemistry 31: 3377-3385
    • (1992) Biochemistry , vol.31 , pp. 3377-3385
    • Baezinger, J.E.1    Jarrell, H.C.2    Smith, I.C.P.3
  • 59
    • 2442671683 scopus 로고    scopus 로고
    • Comparison of cis and trans fatty acid containing phosphatidylcholines on membrane properties
    • Roach C., Feller S. E., Ward J. A., Raza Shaikh S., Zerouga M. and Stillwell W. (2004) Comparison of cis and trans fatty acid containing phosphatidylcholines on membrane properties. Biochemistry 43: 6344-6351
    • (2004) Biochemistry , vol.43 , pp. 6344-6351
    • Roach, C.1    Feller, S.E.2    Ward, J.A.3    Raza Shaikh, S.4    Zerouga, M.5    Stillwell, W.6
  • 60
    • 0019323538 scopus 로고
    • Effects of phospholipid fatty acid composition and membrane fluidity on the activity of bovine brain phospholipid exchange protein
    • Helmkamp G. M. Jr (1980) Effects of phospholipid fatty acid composition and membrane fluidity on the activity of bovine brain phospholipid exchange protein. Biochemistry 19: 2050-2056.
    • (1980) Biochemistry , vol.19 , pp. 2050-2056
    • Helmkamp Jr., G.M.1
  • 61
    • 0345490758 scopus 로고    scopus 로고
    • The cis-trans isomerase of unsaturated fatty acids in Pseudomonas and Vibrio: Biochemistry, molecular biology and physiological function of a unique stress adaptive mechanism
    • Heipieper H. J., Meinhardt F. and Segura A. (2003) The cis-trans isomerase of unsaturated fatty acids in Pseudomonas and Vibrio: biochemistry, molecular biology and physiological function of a unique stress adaptive mechanism. FEMS Microbiol. Lett. 229: 1-7
    • (2003) FEMS Microbiol. Lett. , vol.229 , pp. 1-7
    • Heipieper, H.J.1    Meinhardt, F.2    Segura, A.3
  • 63
    • 0942295589 scopus 로고    scopus 로고
    • Methods for trans fatty acid analysis
    • Akoh C. C. and Min D. B. (eds), Marcel Dekker, New York
    • McDonald R. and Mossoba M. M. (2002) Methods for trans fatty acid analysis. In: Food Lipids Chemistry, Nutrition and Biotechnology, pp. 169-204, Akoh C. C. and Min D. B. (eds), Marcel Dekker, New York
    • (2002) Food Lipids Chemistry, Nutrition and Biotechnology , pp. 169-204
    • McDonald, R.1    Mossoba, M.M.2
  • 64
    • 0035857267 scopus 로고    scopus 로고
    • Chromatography with silver nitrate
    • Williams C. M. and Mander L. N. (2001) Chromatography with silver nitrate. Tetrahedron 57: 425-447
    • (2001) Tetrahedron , vol.57 , pp. 425-447
    • Williams, C.M.1    Mander, L.N.2
  • 65
    • 0017445926 scopus 로고
    • 13C-NMR of double and triple bond carbon atoms of unsaturated fatty acid methyl esters
    • 13C-NMR of double and triple bond carbon atoms of unsaturated fatty acid methyl esters. Chem. Phys. Lipids 18: 130-144
    • (1977) Chem. Phys. Lipids , vol.18 , pp. 130-144
    • Bus, J.1    Sies, I.2    Lien Ken Jie, M.S.F.3
  • 66
    • 0028913779 scopus 로고
    • 13C nuclear magnetic resonance spectroscopy and gas liquid chromatography
    • 13C nuclear magnetic resonance spectroscopy and gas liquid chromatography. Blood 85: 1323-1330
    • (1995) Blood , vol.85 , pp. 1323-1330
    • Engan, T.1    Bjerve, K.S.2    Hoe, A.L.3    Krane, J.4
  • 68
    • 0035128359 scopus 로고    scopus 로고
    • Reactivity and selectivity of reactions of small radicals with a multifunctional heterocyclic molecule: 3-(mercaptoethyl)chinazoline-2,4(1H,3H) dione
    • Brede O., Schwinn J., Leistner S., Naumov S. and Sprinz H. (2001) Reactivity and selectivity of reactions of small radicals with a multifunctional heterocyclic molecule: 3-(mercaptoethyl)chinazoline-2,4(1H,3H)dione. J. Phys. Chem. A 105: 119-127
    • (2001) J. Phys. Chem. A , vol.105 , pp. 119-127
    • Brede, O.1    Schwinn, J.2    Leistner, S.3    Naumov, S.4    Sprinz, H.5
  • 69
    • 0015023299 scopus 로고
    • Occurrence of eicosadienoic acids in liver lipids of rats fed partially hydrogenated soybean fat
    • Egwim P. O. and Sgoutas D. S. (1971) Occurrence of eicosadienoic acids in liver lipids of rats fed partially hydrogenated soybean fat. J. Nutr. 101: 307-314
    • (1971) J. Nutr. , vol.101 , pp. 307-314
    • Egwim, P.O.1    Sgoutas, D.S.2
  • 70
    • 0018795314 scopus 로고
    • Incorporation of positional isomers of cis- and trans-otadecenoic acids into acyl moieties of rat tissue lipids
    • Reichwald-Hacker I., Grosse-Oetringhaus S., Kiewitt I. and Mukherjee K. D. (1979) Incorporation of positional isomers of cis- and trans-otadecenoic acids into acyl moieties of rat tissue lipids. Biochim. Biophys. Acta 575: 327-334
    • (1979) Biochim. Biophys. Acta , vol.575 , pp. 327-334
    • Reichwald-Hacker, I.1    Grosse-Oetringhaus, S.2    Kiewitt, I.3    Mukherjee, K.D.4
  • 71
    • 0028269651 scopus 로고
    • Steady-state fluorescence polarization study of structurally defined phospholipids from liver mitochondria of rats fed elaidic acid
    • Wolff R. L. and Entressangles B. (1994) Steady-state fluorescence polarization study of structurally defined phospholipids from liver mitochondria of rats fed elaidic acid. Biochim. Biophys. Acta 1211: 198-206
    • (1994) Biochim. Biophys. Acta , vol.1211 , pp. 198-206
    • Wolff, R.L.1    Entressangles, B.2
  • 72
    • 0033523007 scopus 로고    scopus 로고
    • Nitrogen dioxide induces cis-trans isomerization of arachidonic acid within cellular phospholipids
    • Jiang H., Kruger N., Lahiri D. R., Wang D., Vatèle J.-M. and Balazy M. (1999) Nitrogen dioxide induces cis-trans isomerization of arachidonic acid within cellular phospholipids. J. Biol. Chem. 274: 16235-16241
    • (1999) J. Biol. Chem. , vol.274 , pp. 16235-16241
    • Jiang, H.1    Kruger, N.2    Lahiri, D.R.3    Wang, D.4    Vatèle, J.-M.5    Balazy, M.6
  • 74
    • 0023037782 scopus 로고
    • Oxidation of glutathione to its thiyl free radical metabolite by prostaglandin H synthase
    • Eling T. E., Curtis J. F., Harman L. S. and Mason R. P. (1986) Oxidation of glutathione to its thiyl free radical metabolite by prostaglandin H synthase. J. Biol. Chem. 261: 5023-5028
    • (1986) J. Biol. Chem. , vol.261 , pp. 5023-5028
    • Eling, T.E.1    Curtis, J.F.2    Harman, L.S.3    Mason, R.P.4
  • 75
    • 0016590945 scopus 로고
    • Effects of the trans isomers of linoleic acid on the metabolism of linoleic acid in rats
    • Anderson, R. L., Fullmer C. S. Jr and Hollenbach E. J. (1975) Effects of the trans isomers of linoleic acid on the metabolism of linoleic acid in rats. J. Nutr. 105: 393-400
    • (1975) J. Nutr. , vol.105 , pp. 393-400
    • Anderson, R.L.1    Fullmer Jr., C.S.2    Hollenbach, E.J.3
  • 76
    • 0029909090 scopus 로고    scopus 로고
    • Effects of a trans isomer of arachidonic acid on rat platelet aggregation and eicosanoid production
    • Berdeaux O., Chardigny J. M., Sébédio J. E., Mairot T., Poullain D., Vatèle J. M. et al. (1996) Effects of a trans isomer of arachidonic acid on rat platelet aggregation and eicosanoid production. J. Lipid Res. 37: 2244-2250
    • (1996) J. Lipid Res. , vol.37 , pp. 2244-2250
    • Berdeaux, O.1    Chardigny, J.M.2    Sébédio, J.E.3    Mairot, T.4    Poullain, D.5    Vatèle, J.M.6
  • 77
    • 18644378925 scopus 로고    scopus 로고
    • All-trans PUFA synthesis by the thiyl radical-catalysed methodology and their effects on rabbit platelet aggregation
    • Anagnostopoulos D., Chatgilialoglu C., Ferreri C., Samadi A. and Siafaka-Kapadai A. (2004) All-trans PUFA synthesis by the thiyl radical-catalysed methodology and their effects on rabbit platelet aggregation. Chem Phys. Lipids 130: 67
    • (2004) Chem Phys. Lipids , vol.130 , pp. 67
    • Anagnostopoulos, D.1    Chatgilialoglu, C.2    Ferreri, C.3    Samadi, A.4    Siafaka-Kapadai, A.5
  • 78
    • 0842302968 scopus 로고    scopus 로고
    • Cytochrome P450/NADPH-dependent formation of trans epoxides from trans-arachidonic acids
    • Roy U., Loreau O. and Balazy M. (2004) Cytochrome P450/NADPH-dependent formation of trans epoxides from trans-arachidonic acids. Bioorg. Med. Chem. Lett. 14: 1019-1022
    • (2004) Bioorg. Med. Chem. Lett. , vol.14 , pp. 1019-1022
    • Roy, U.1    Loreau, O.2    Balazy, M.3
  • 79
  • 80
    • 1642306242 scopus 로고    scopus 로고
    • Trans fatty acids in hydrogenated fat inhibited the synthesis of the polyunsaturated fatty acids in the phospholipid of arterial cells
    • Kummerow F. A., Zhou Q., Mahfouz M. M., Smiricky M. R., Grieshop C. M. and Schaeffer D. J. (2004) Trans fatty acids in hydrogenated fat inhibited the synthesis of the polyunsaturated fatty acids in the phospholipid of arterial cells. Life Sci. 74: 2707-2723
    • (2004) Life Sci. , vol.74 , pp. 2707-2723
    • Kummerow, F.A.1    Zhou, Q.2    Mahfouz, M.M.3    Smiricky, M.R.4    Grieshop, C.M.5    Schaeffer, D.J.6
  • 81
    • 0043171110 scopus 로고    scopus 로고
    • Thiyl radicals in biosystems: Inhibition of the prostaglandine metabolism by the cis-trans-isomerization of arachidonic acid double bonds
    • Kratzsch S., Drössler K., Sprinz. H. and Brede. O. (2003) Thiyl radicals in biosystems: inhibition of the prostaglandine metabolism by the cis-trans-isomerization of arachidonic acid double bonds. Arch. Biochem. Biophys. 416: 238-248
    • (2003) Arch. Biochem. Biophys. , vol.416 , pp. 238-248
    • Kratzsch, S.1    Drössler, K.2    Sprinz, H.3    Brede, O.4
  • 82
    • 0038019622 scopus 로고    scopus 로고
    • Thiyl radical-induced cis-trans isomerization of arachidoni acid inhibits prostaglandin metabolism
    • 0Kratzsch S., Drössler K., Sprinz H. and Brede O. (2003) Thiyl radical-induced cis-trans isomerization of arachidoni acid inhibits prostaglandin metabolism. Radiat. Phys. Chem. 67: 463-467
    • (2003) Radiat. Phys. Chem. , vol.67 , pp. 463-467
    • Kratzsch, S.1    Drössler, K.2    Sprinz, H.3    Brede, O.4


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.