메뉴 건너뛰기




Volumn 12, Issue 7, 1999, Pages 654-660

Modification of histidine residues by 4,5-epoxy-2-alkenals

Author keywords

[No Author keywords available]

Indexed keywords

ALKENE DERIVATIVE; EPOXIDE; HISTIDINE; IMIDAZOLE DERIVATIVE;

EID: 0032841319     PISSN: 0893228X     EISSN: None     Source Type: Journal    
DOI: 10.1021/tx980218n     Document Type: Article
Times cited : (49)

References (30)
  • 1
    • 0025814980 scopus 로고
    • Chemistry and biochemistry of 4-hydroxynonenal, malonaldehyde and related aldehydes
    • Esterbauer, H., Schaur, R. J., and Zollner, H. (1991) Chemistry and biochemistry of 4-hydroxynonenal, malonaldehyde and related aldehydes. Free Radical Biol. Med. 11, 81-128.
    • (1991) Free Radical Biol. Med. , vol.11 , pp. 81-128
    • Esterbauer, H.1    Schaur, R.J.2    Zollner, H.3
  • 2
    • 0024354775 scopus 로고
    • Oxygen radical chemistry of polyunsaturated fatty acids
    • Gardner, H. W. (1989) Oxygen radical chemistry of polyunsaturated fatty acids. Free Radical Biol. Med. 7, 65-86.
    • (1989) Free Radical Biol. Med. , vol.7 , pp. 65-86
    • Gardner, H.W.1
  • 3
    • 0027189788 scopus 로고
    • Free radical-lipid interactions and their pathological consequences
    • Rice-Evans, C., and Burdon, R. (1993) Free radical-lipid interactions and their pathological consequences. Prog. Lipid Res. 32, 71-110.
    • (1993) Prog. Lipid Res. , vol.32 , pp. 71-110
    • Rice-Evans, C.1    Burdon, R.2
  • 4
    • 0014541624 scopus 로고
    • Inactivation of ribonuclease and other enzymes by peroxidizing lipids and by malonaldehyde
    • Chio, K. S., and Tappel, A. L. (1969) Inactivation of ribonuclease and other enzymes by peroxidizing lipids and by malonaldehyde. Biochemistry 8, 2827-2832.
    • (1969) Biochemistry , vol.8 , pp. 2827-2832
    • Chio, K.S.1    Tappel, A.L.2
  • 5
    • 0030751667 scopus 로고    scopus 로고
    • Prooxidant-initiated lipid peroxidation in isolated rat hepatocytes: Detection of 4-hydroxynonenal-and malondialdehyde-protein adducts
    • Hartley, D. P., Kroll, D. J., and Petersen, D. R. (1997) Prooxidant-initiated lipid peroxidation in isolated rat hepatocytes: detection of 4-hydroxynonenal-and malondialdehyde-protein adducts. Chem. Res. Toxicol. 10, 895-905.
    • (1997) Chem. Res. Toxicol. , vol.10 , pp. 895-905
    • Hartley, D.P.1    Kroll, D.J.2    Petersen, D.R.3
  • 6
    • 0031925544 scopus 로고    scopus 로고
    • Structural characterization of a 4-hydroxy-2-alkenal-derived fluorophore that contributes to lipoperoxidation-dependent protein cross-linking in aging and degenerative disease
    • Xu, G., and Sayre, L. M. (1998) Structural characterization of a 4-hydroxy-2-alkenal-derived fluorophore that contributes to lipoperoxidation-dependent protein cross-linking in aging and degenerative disease. Chem. Res. Toxicol. 11, 247-251.
    • (1998) Chem. Res. Toxicol. , vol.11 , pp. 247-251
    • Xu, G.1    Sayre, L.M.2
  • 7
    • 2642702549 scopus 로고    scopus 로고
    • Reaction of N-acetylglycyllysine methyl ester with 2-alkenals: An alternative model for covalent modification of proteins
    • Baker, A., Zidek, L., Wiesler, D., Chmelik, J., Pagel, M., and Novotny, M. V. (1998) Reaction of N-acetylglycyllysine methyl ester with 2-alkenals: An alternative model for covalent modification of proteins. Chem. Res. Toxicol. 11, 730-740.
    • (1998) Chem. Res. Toxicol. , vol.11 , pp. 730-740
    • Baker, A.1    Zidek, L.2    Wiesler, D.3    Chmelik, J.4    Pagel, M.5    Novotny, M.V.6
  • 8
    • 0027535124 scopus 로고
    • Inactivation of glucose-6-phosphate dehydrogenase by 4-hydroxy-2-nonenal. Selective modification of an active-site lysine
    • Szweda, L. I., Uchida, K., Tsai, L., and Stadtman, E. R. (1993) Inactivation of glucose-6-phosphate dehydrogenase by 4-hydroxy-2-nonenal. Selective modification of an active-site lysine. J. Biol. Chem. 268, 3342-3347.
    • (1993) J. Biol. Chem. , vol.268 , pp. 3342-3347
    • Szweda, L.I.1    Uchida, K.2    Tsai, L.3    Stadtman, E.R.4
  • 9
    • 0027305632 scopus 로고
    • Fluorescent pyrrole products from carbonyl-amine reactions
    • Hidalgo, F. J., and Zamora, R. (1993) Fluorescent pyrrole products from carbonyl-amine reactions. J. Biol. Chem. 268, 16190-16197.
    • (1993) J. Biol. Chem. , vol.268 , pp. 16190-16197
    • Hidalgo, F.J.1    Zamora, R.2
  • 10
    • 0029122711 scopus 로고
    • Linoleic acid oxidation in the presence of amino compounds produces pyrroles by carbonyl amine reactions
    • Zamora, R., and Hidalgo, F. J. (1995) Linoleic acid oxidation in the presence of amino compounds produces pyrroles by carbonyl amine reactions. Biochim. Biophys. Acta 1258, 319-327.
    • (1995) Biochim. Biophys. Acta , vol.1258 , pp. 319-327
    • Zamora, R.1    Hidalgo, F.J.2
  • 11
    • 51249179784 scopus 로고
    • Volatiles from thermal decomposition of isomeric methyl (12S,13S)-(E)-12,13-epoxy-9-hydroperoxy-10-octadecenoates
    • Gardner, H. W., and Selke, E. (1984) Volatiles from thermal decomposition of isomeric methyl (12S,13S)-(E)-12,13-epoxy-9-hydroperoxy-10-octadecenoates. Lipids 19, 375-380.
    • (1984) Lipids , vol.19 , pp. 375-380
    • Gardner, H.W.1    Selke, E.2
  • 12
    • 0021758483 scopus 로고
    • Cytotoxic aldehydes originating from the peroxidation of liver microsomal lipids. Identification of 4,5-dihydroxydecenal
    • Benedetti, A., Comporti, M., Fulceri, R., and Esterbauer, H. (1984) Cytotoxic aldehydes originating from the peroxidation of liver microsomal lipids. Identification of 4,5-dihydroxydecenal. Biochim. Biophys. Acta 792, 172-181.
    • (1984) Biochim. Biophys. Acta , vol.792 , pp. 172-181
    • Benedetti, A.1    Comporti, M.2    Fulceri, R.3    Esterbauer, H.4
  • 13
    • 0342439009 scopus 로고
    • Detection of potent odorants in foods by aroma extract dilution analysis
    • Grosch, W. (1993) Detection of potent odorants in foods by aroma extract dilution analysis. Trends Food Sci. Technol. 4, 68-73.
    • (1993) Trends Food Sci. Technol. , vol.4 , pp. 68-73
    • Grosch, W.1
  • 14
    • 0028256517 scopus 로고
    • Modification of lysine amino groups by the lipid peroxidation product 4,5(E)-epoxy-2(E)-heptenal
    • Zamora, R., and Hidalgo, F. J. (1994) Modification of lysine amino groups by the lipid peroxidation product 4,5(E)-epoxy-2(E)-heptenal. Lipids 29, 243-249.
    • (1994) Lipids , vol.29 , pp. 243-249
    • Zamora, R.1    Hidalgo, F.J.2
  • 15
    • 0029020718 scopus 로고
    • Determination of lysine modification product ∈-N-pyrrolylnorleucine in hydrolyzed proteins and trout muscle microsomes by micellar electrokinetic capillary chromatography
    • Zamora, R., Navarro, J. L., and Hidalgo, F. J. (1995) Determination of lysine modification product ∈-N-pyrrolylnorleucine in hydrolyzed proteins and trout muscle microsomes by micellar electrokinetic capillary chromatography. Lipids 30, 477-483.
    • (1995) Lipids , vol.30 , pp. 477-483
    • Zamora, R.1    Navarro, J.L.2    Hidalgo, F.J.3
  • 16
    • 0038973180 scopus 로고    scopus 로고
    • Reaction of Nα-acetyl-L-histidine with diazomethane: A model esterification reaction of carboxylic groups in the presence of imidazole rings
    • Zamora, R., and Hidalgo, F. J. (1996) Reaction of Nα-acetyl-L-histidine with diazomethane: A model esterification reaction of carboxylic groups in the presence of imidazole rings. Grasas Aceites (Seville) 47, 326-330.
    • (1996) Grasas Aceites (Seville) , vol.47 , pp. 326-330
    • Zamora, R.1    Hidalgo, F.J.2
  • 17
    • 0026569401 scopus 로고
    • Amino acid analysis by high-performance liquid chromatography after derivatization with diethyl ethoxymethylene malonate
    • Alaiz, M., Navarro, J. L., Girón, J., and Vioque, E. (1992) Amino acid analysis by high-performance liquid chromatography after derivatization with diethyl ethoxymethylene malonate. J. Chromatogr. 591, 181-186.
    • (1992) J. Chromatogr. , vol.591 , pp. 181-186
    • Alaiz, M.1    Navarro, J.L.2    Girón, J.3    Vioque, E.4
  • 20
    • 0031842223 scopus 로고    scopus 로고
    • Oxidative damage to proteins, lipids, and DNA in cortical brain regions from patients with dementia with lewy bodies
    • Lyras, L., Perry, R. H., Perry, E. K., Ince, P. G., Jenner, A., Jenner, P., and Halliwell, B. (1998) Oxidative damage to proteins, lipids, and DNA in cortical brain regions from patients with dementia with Lewy bodies. J. Neurochem. 71, 302-312.
    • (1998) J. Neurochem. , vol.71 , pp. 302-312
    • Lyras, L.1    Perry, R.H.2    Perry, E.K.3    Ince, P.G.4    Jenner, A.5    Jenner, P.6    Halliwell, B.7
  • 21
    • 0030799043 scopus 로고    scopus 로고
    • Low-density lipoprotein oxidation and its pathobiological significance
    • Steinberg, D. (1997) Low-density lipoprotein oxidation and its pathobiological significance. J. Biol. Chem. 272, 20963-20966.
    • (1997) J. Biol. Chem. , vol.272 , pp. 20963-20966
    • Steinberg, D.1
  • 22
    • 0031469573 scopus 로고    scopus 로고
    • Feedback inhibition of oxidative stress by oxidized lipid/amino acid reaction products
    • Zamora, R., Alaiz, M., and Hidalgo, F. J. (1997) Feedback inhibition of oxidative stress by oxidized lipid/amino acid reaction products. Biochemistry 36, 15765-15771.
    • (1997) Biochemistry , vol.36 , pp. 15765-15771
    • Zamora, R.1    Alaiz, M.2    Hidalgo, F.J.3
  • 23
    • 0027990369 scopus 로고
    • Modification of glucose-6-phosphate dehydrogenase by 4-hydroxy-2-nonenal. Formation of cross-linked protein that inhibits the multicatalytic protease
    • Friguet, B., Stadtman, E. R., and Szweda, L. I. (1994) Modification of glucose-6-phosphate dehydrogenase by 4-hydroxy-2-nonenal. Formation of cross-linked protein that inhibits the multicatalytic protease. J. Biol. Chem. 268, 21639-21643.
    • (1994) J. Biol. Chem. , vol.268 , pp. 21639-21643
    • Friguet, B.1    Stadtman, E.R.2    Szweda, L.I.3
  • 24
    • 0029986692 scopus 로고    scopus 로고
    • Chemical characterization of a protein-4-hydroxy-2-nonenal crosslink: Immunochemical detection in mitochondria exposed to oxidative stress
    • Cohn, J. A., Tsai, L., Friguet, B., and Szweda, L. I. (1996) Chemical characterization of a protein-4-hydroxy-2-nonenal crosslink: immunochemical detection in mitochondria exposed to oxidative stress. Arch. Biochem. Biophys. 328, 158-164.
    • (1996) Arch. Biochem. Biophys. , vol.328 , pp. 158-164
    • Cohn, J.A.1    Tsai, L.2    Friguet, B.3    Szweda, L.I.4
  • 25
    • 0030977793 scopus 로고    scopus 로고
    • Inhibition of the multicatalytic proteinase (proteasome) by 4-hydroxy-2-nonenal cross-linked protein
    • Friguet, B., and Szweda, L. I. (1997) Inhibition of the multicatalytic proteinase (proteasome) by 4-hydroxy-2-nonenal cross-linked protein. FEBS Lett. 405, 21-25.
    • (1997) FEBS Lett. , vol.405 , pp. 21-25
    • Friguet, B.1    Szweda, L.I.2
  • 26
    • 0026606054 scopus 로고
    • Modification of histidine residues in proteins by reaction with 4-hydroxynonenal
    • Uchida, K., and Stadtman, E. R. (1992) Modification of histidine residues in proteins by reaction with 4-hydroxynonenal. Proc. Natl. Acad. Sci. U.S.A. 89, 4544-4548.
    • (1992) Proc. Natl. Acad. Sci. U.S.A. , vol.89 , pp. 4544-4548
    • Uchida, K.1    Stadtman, E.R.2
  • 27
    • 0028897831 scopus 로고
    • Structural definition of early lysine and histidine adduction chemistry of 4-hydroxynonenal
    • Nadkarni, D. V., and Sayre, L. M. (1995) Structural definition of early lysine and histidine adduction chemistry of 4-hydroxynonenal. Chem. Res. Toxicol. 8, 284-291.
    • (1995) Chem. Res. Toxicol. , vol.8 , pp. 284-291
    • Nadkarni, D.V.1    Sayre, L.M.2
  • 29
    • 0031010333 scopus 로고    scopus 로고
    • Reactive oxygen-mediated protein oxidation in aging and disease
    • Stadtman, E. R., and Berlett, B. S. (1997) Reactive oxygen-mediated protein oxidation in aging and disease. Chem. Res. Toxicol. 10, 485-494.
    • (1997) Chem. Res. Toxicol. , vol.10 , pp. 485-494
    • Stadtman, E.R.1    Berlett, B.S.2
  • 30
    • 0028957220 scopus 로고
    • In vitro production of long chain pyrrole fatty esters from carbonyl-amine reactions
    • Hidalgo, F. J., and Zamora, R. (1995) In vitro production of long chain pyrrole fatty esters from carbonyl-amine reactions. J. Lipid Res. 36, 725-735.
    • (1995) J. Lipid Res. , vol.36 , pp. 725-735
    • Hidalgo, F.J.1    Zamora, R.2


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.