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Biological Chemistry

Editor-in-Chief: Brüne, Bernhard

Editorial Board: Buchner, Johannes / Lei, Ming / Ludwig, Stephan / Thomas, Douglas D. / Turk, Boris / Wittinghofer, Alfred


IMPACT FACTOR 2018: 3.014
5-year IMPACT FACTOR: 3.162

CiteScore 2018: 3.09

SCImago Journal Rank (SJR) 2018: 1.482
Source Normalized Impact per Paper (SNIP) 2018: 0.820

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1437-4315
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Volume 392, Issue 10

Issues

Iron-catalyzed oxidation of Trp residues in low-density lipoprotein

Hsin-Hung Chen
  • Section of Atherosclerosis and Lipoprotein Research, Department of Medicine, Baylor College of Medicine, Houston, TX 77030, USA
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/ Ching-Yi Chen / Lu-Ping Chow
  • Graduate Institute of Biochemistry and Molecular Biology, Medicine College, National Taiwan University, Taipei 100, Taiwan
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/ Chu-Huang Chen
  • Section of Atherosclerosis and Lipoprotein Research, Department of Medicine, Baylor College of Medicine, Houston, TX 77030, USA
  • Vascular and Medicinal Research, Texas Heart Institute, Houston, TX 77030, USA
  • L5 Research Center, China Medical University Hospital, Taichung 40447, Taiwan
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/ Yuan-Teh Lee
  • Department of Internal Medicine, National Taiwan University Hospital, Taipei 100, Taiwan
  • L5 Research Center, China Medical University Hospital, Taichung 40447, Taiwan
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/ Charles V. Smith
  • Center for Developmental Therapeutics, Seattle Children's Research Institute, Seattle, WA 98101, USA
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/ Chao-Yuh Yang
  • Section of Atherosclerosis and Lipoprotein Research, Department of Medicine, Baylor College of Medicine, Houston, TX 77030, USA
  • Vascular and Medicinal Research, Texas Heart Institute, Houston, TX 77030, USA
  • L5 Research Center, China Medical University Hospital, Taichung 40447, Taiwan
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Published Online: 2012-07-26 | DOI: https://doi.org/10.1515/BC.2011.173

Abstract

The mechanisms of oxidation of low-density lipoproteins (LDLs) are not well defined, but epidemiological and experimental studies suggest that iron-catalyzed processes may contribute to atherogenesis. The aim of this study was to test the hypothesis that iron-catalyzed oxidations of LDLs in vitro produce diagnostic biomarkers of oxidation of the apolipoprotein that could be applied to studies in vivo. LDLs were oxidized in the presence of Fe2+, EDTA, and ascorbic acid for up to 40 h. Following delipidation and trypsin digestion, the peptides were separated by HPLC, with four peaks detected at 365 nm, whereas none were observed in peptides from unoxidized LDLs. The peptides were identified by MALDI-QTOF mass spectrometry as IVQILP(W+4) EQNEQVK, IYSL(W+4)EHSTK, FEGLQE(W+4)EGK, and YH(W+4)EHTGLTLR, with (W+4) rather than the W residues of the unoxidized protein. The mass gains (+4 increase in m/z in tryptophan, W) and absorbance at 365 nm indicate kynurenines, which were trypsin-releasable peptides that are on the surface of LDL particles. All four peptides thus characterized share the sequence of WE. The preferential oxidation of W residues in WE sequences suggest contributions from the C-proximate glutamate residues in chelation of the iron species, thereby influencing site selectivities of oxidation. These kynurenine-containing peptides might serve as biomarkers of iron-mediated oxidations in vivo.

Keywords: apoB-100; iron-mediated oxidation; kynurenine; low-density lipoprotein (LDL); tryptophan; WE

About the article

Corresponding author


Received: 2011-06-14

Accepted: 2011-08-12

Published Online: 2012-07-26

Published in Print: 2011-10-01


Citation Information: Biological Chemistry, Volume 392, Issue 10, Pages 859–867, ISSN (Online) 1437-4315, ISSN (Print) 1431-6730, DOI: https://doi.org/10.1515/BC.2011.173.

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