skip to main content
OSTI.GOV title logo U.S. Department of Energy
Office of Scientific and Technical Information

Title: Cysteine-containing peptides having antioxidant properties

Patent ·
OSTI ID:1001794

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.

Research Organization:
Univ. of California (United States)
Sponsoring Organization:
USDOE
DOE Contract Number:
AC03-76SF00098
Assignee:
The Regents of the University of California (Oakland, CA)
Patent Number(s):
7,601,802
Application Number:
11/177,225
OSTI ID:
1001794
Country of Publication:
United States
Language:
English

References (23)

Studies of Synthetic Peptides of Human Apolipoprotein A-I Containing Tandem Amphipathic α-Helixes journal July 1998
High-density lipoprotein cholesterol and coronary artery disease: Survey of the evidence journal September 1990
Thiol-bearing synthetic peptides retain the antioxidant activity of apolipoproteinA-IMilano journal September 2002
The replacement of arginine by cysteine at residue 151 in Apolipoprotein A-I produces a phenotype similar to that of Apolipoprotein A-I Milano journal January 1997
The Hydrophobic Face Orientation of Apolipoprotein A-I Amphipathic Helix Domain 143–164 Regulates Lecithin:Cholesterol Acyltransferase Activation journal May 1998
High-density lipoprotein, low-density lipoprotein and coronary artery disease journal September 1990
Aromatic Residue Position on the Nonpolar Face of Class A Amphipathic Helical Peptides Determines Biological Activity journal April 2004
Synthetic amphipathic helical peptides that mimic apolipoprotein A-I in clearing cellular cholesterol. journal October 1994
Only the Two End Helixes of Eight Tandem Amphipathic Helical Domains of Human Apo A-I Have Significant Lipid Affinity: Implications for HDL Assembly journal February 1996
Thematic review series: The Pathogenesis of Atherosclerosis The oxidation hypothesis of atherogenesis: the role of oxidized phospholipids and HDL journal April 2004
Effects of Recombinant Apolipoprotein A-I Milano on Aortic Atherosclerosis in Apolipoprotein E–Deficient Mice journal March 1998
High-Dose Recombinant Apolipoprotein A-I Milano Mobilizes Tissue Cholesterol and Rapidly Reduces Plaque Lipid and Macrophage Content in Apolipoprotein E–Deficient Mice: Potential Implications for Acute Plaque Stabilization journal June 2001
Recombinant apolipoprotein A-I Milano reduces intimal thickening after balloon injury in hypercholesterolemic rabbits. journal October 1994
Alteration in Apolipoprotein A-I 22-Mer Repeat Order Results in a Decrease in Lecithin:Cholesterol Acyltransferase Reactivity journal March 1997
Metabolism of apolipoproteins AI and AII in subjects carrying similar apoAI mutations, apoAI Milano and apoAI Paris journal February 2000
ATP-Binding Cassette Transporter A1 (ABCA1) in Macrophages: A Dual Function in Inflammation and Lipid Metabolism? journal January 1999
Apolipoprotein A-I Milano and Apolipoprotein A-I Paris Exhibit an Antioxidant Activity Distinct from That of Wild-Type Apolipoprotein A-I journal February 2002
Cysteine Substitutions in Apolipoprotein A-I Primary Structure Modulate Paraoxonase Activity journal February 2001
ATP-Binding Cassette Transporter 1 Participates in LDL Oxidation by Artery Wall Cells journal November 2002
Cardiovascular Status of Carriers of the Apolipoprotein A-I Milano Mutant: The Limone sul Garda Study journal April 2001
A-Imilano apoprotein. Isolation and characterization of a cysteine-containing variant of the A-I apoprotein from human high density lipoproteins. journal November 1980
A-IMilano apoprotein. Decreased high density lipoprotein cholesterol levels with significant lipoprotein modifications and without clinical atherosclerosis in an Italian family. journal November 1980
Apolipoprotein-mediated Plasma Membrane Microsolubilization: ROLE OF LIPID AFFINITY AND MEMBRANE PENETRATION IN THE EFFLUX OF CELLULAR CHOLESTEROL AND PHOSPHOLIPID journal January 1999

Similar Records

Cysteine-containing peptides having antioxidant properties
Patent · Tue Oct 21 00:00:00 EDT 2008 · OSTI ID:1001794

Apolipoprotein A-I Milano exhibits potent antioxidant activity on phospholipid surfaces
Journal Article · Fri Sep 21 00:00:00 EDT 2001 · Biochemistry · OSTI ID:1001794

ABCA1 agonist peptides for the treatment of disease
Journal Article · Mon Feb 01 00:00:00 EST 2016 · Current Opinion in Lipidology · OSTI ID:1001794

Related Subjects