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Title: Cysteine-containing peptides having antioxidant properties

Abstract

The term "homology" or "homologous" means an amino acid similarity measured by the program, BLAST (Altschul et al (1997), "Gapped BLAST and PSI-BLAST: a new generation of protein database search programs", Nucleic Acids Res. 25:33 89 3402), and expressed as --(% identity n/n). In measuring homology between a peptide and a protein of greater size, homology is measured only in the corresponding region; that is, the protein is regarded as only having the same general length as the peptide, allowing for gaps and insertions.

Inventors:
 [1]
  1. Castro Valley, CA
Publication Date:
Research Org.:
Lawrence Berkeley National Laboratory (LBNL), Berkeley, CA
Sponsoring Org.:
USDOE
OSTI Identifier:
909396
Patent Number(s):
7,217,785
Application Number:
10/142,238
Assignee:
The Regents of The University of California (Oakland, CA) OAK
DOE Contract Number:
AC03-76SF00098
Resource Type:
Patent
Country of Publication:
United States
Language:
English
Subject:
59 BASIC BIOLOGICAL SCIENCES

Citation Formats

Bielicki, John K. Cysteine-containing peptides having antioxidant properties. United States: N. p., 2007. Web.
Bielicki, John K. Cysteine-containing peptides having antioxidant properties. United States.
Bielicki, John K. Tue . "Cysteine-containing peptides having antioxidant properties". United States. doi:. https://www.osti.gov/servlets/purl/909396.
@article{osti_909396,
title = {Cysteine-containing peptides having antioxidant properties},
author = {Bielicki, John K},
abstractNote = {The term "homology" or "homologous" means an amino acid similarity measured by the program, BLAST (Altschul et al (1997), "Gapped BLAST and PSI-BLAST: a new generation of protein database search programs", Nucleic Acids Res. 25:33 89 3402), and expressed as --(% identity n/n). In measuring homology between a peptide and a protein of greater size, homology is measured only in the corresponding region; that is, the protein is regarded as only having the same general length as the peptide, allowing for gaps and insertions.},
doi = {},
journal = {},
number = ,
volume = ,
place = {United States},
year = {Tue May 15 00:00:00 EDT 2007},
month = {Tue May 15 00:00:00 EDT 2007}
}

Patent:

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  • Cysteine containing amphipathic alpha helices of the exchangeable apolipoproteins, as exemplified by apolipoprotein (apo) A-I.sub.Milano (R173C) and apoA-I.sub.Paris, (R151C) were found to exhibit potent antioxidant activity on phospholipid surfaces. The addition of a free thiol, at the hydrophobic/hydrophilic interface of an amphipathic alpha helix of synthetic peptides that mimic HDL-related proteins, imparts a unique antioxidant activity to these peptides which inhibits lipid peroxidation and protects phospholipids from water-soluble free radical initiators. These peptides can be used as therapeutic agents to combat cardiovascular disease, ischemia, bone disease and other inflammatory related diseases.
  • Cysteine containing amphipathic alpha helices of the exchangeable apolipoproteins, as exemplified by apolipoprotein (apo) A-I.sub.Milano (R173C) and apoA-I.sub.Paris, (R151C) were found to exhibit potent antioxidant activity on phospholipid surfaces. The addition of a free thiol, at the hydrophobic/hydrophilic interface of an amphipathic alpha helix of synthetic peptides that mimic HDL-related proteins, imparts a unique antioxidant activity to these peptides which inhibits lipid peroxidation and protects phospholipids from water-soluble free radical initiators. These peptides can be used as therapeutic agents to combat cardiovascular disease, ischemia, bone disease and other inflammatory related diseases.
  • Lubricating oil additives having both dispersant and antioxidant activity, particularly useful for incorporation in two-stroke petrol engine lubricating oil compositions, are produced when a dispersant having free >n-h groups, E.G., a substituted succinimide, is reacted with an aldehyde and a compound having antioxidant activity containing in its molecular structure a group or groups capable of condensing with the aldehyde and >n-h groups present in the dispersant, thereby chemically bonding the compound to the dispersant. Representative antioxidants are mononuclear and polynuclear substituted phenols having at least one unsubstituted ortho- or para-position, E.G. 2,6-di-tert-butyl phenol and secondary aromatic amines. Typical reaction conditionsmore » are a temperature in the range 100* to 175/sup 0/C, and atmospheric pressure.« less
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