Design and synthesis of a stable oxidized phospholipid mimic with specific binding recognition for macrophage scavenger receptors

William W Turner; Karsten Hartvigsen; Agnes Boullier; Erica N Montano; Joseph L Witztum; Michael S VanNieuwenhze

doi:10.1021/jm300685s

Design and synthesis of a stable oxidized phospholipid mimic with specific binding recognition for macrophage scavenger receptors

William W Turner, Karsten Hartvigsen, Agnes Boullier, Erica N Montano, Joseph L Witztum, Michael S VanNieuwenhze

Physiology of circulation, kidney and lung

8 Citations (Scopus)

Abstract

Macrophage scavenger receptors appear to play a major role in the clearance of oxidized phospholipid (OxPL) products. Discrete peptide-phospholipid conjugates with the phosphatidylcholine headgroup have been shown to exhibit binding affinity for these receptors. We report the preparation of a water-soluble, stable peptide-phospholipid conjugate (9) that possesses the necessary physical properties to enable more detailed study of the role(s) of OxPL in metabolic disease.

Original language	English
Journal	Journal of Medicinal Chemistry
Volume	55
Issue number	18
Pages (from-to)	8178-82
Number of pages	5
ISSN	0022-2623
DOIs	https://doi.org/10.1021/jm300685s
Publication status	Published - 27 Sept 2012

Keywords

Animals
Antibodies, Monoclonal
Antigens, CD36
Biomimetic Materials
Chemistry Techniques, Synthetic
Drug Design
Drug Stability
Humans
Mice
Oxidation-Reduction
Phospholipid Ethers
Protein Binding
Solubility
Substrate Specificity
Water

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title = "Design and synthesis of a stable oxidized phospholipid mimic with specific binding recognition for macrophage scavenger receptors",

abstract = "Macrophage scavenger receptors appear to play a major role in the clearance of oxidized phospholipid (OxPL) products. Discrete peptide-phospholipid conjugates with the phosphatidylcholine headgroup have been shown to exhibit binding affinity for these receptors. We report the preparation of a water-soluble, stable peptide-phospholipid conjugate (9) that possesses the necessary physical properties to enable more detailed study of the role(s) of OxPL in metabolic disease.",

keywords = "Animals, Antibodies, Monoclonal, Antigens, CD36, Biomimetic Materials, Chemistry Techniques, Synthetic, Drug Design, Drug Stability, Humans, Mice, Oxidation-Reduction, Phospholipid Ethers, Protein Binding, Solubility, Substrate Specificity, Water",

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language = "English",

volume = "55",

pages = "8178--82",

journal = "Journal of Medicinal Chemistry",

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T1 - Design and synthesis of a stable oxidized phospholipid mimic with specific binding recognition for macrophage scavenger receptors

AU - Turner, William W

AU - Hartvigsen, Karsten

AU - Boullier, Agnes

AU - Montano, Erica N

AU - Witztum, Joseph L

AU - VanNieuwenhze, Michael S

PY - 2012/9/27

Y1 - 2012/9/27

N2 - Macrophage scavenger receptors appear to play a major role in the clearance of oxidized phospholipid (OxPL) products. Discrete peptide-phospholipid conjugates with the phosphatidylcholine headgroup have been shown to exhibit binding affinity for these receptors. We report the preparation of a water-soluble, stable peptide-phospholipid conjugate (9) that possesses the necessary physical properties to enable more detailed study of the role(s) of OxPL in metabolic disease.

AB - Macrophage scavenger receptors appear to play a major role in the clearance of oxidized phospholipid (OxPL) products. Discrete peptide-phospholipid conjugates with the phosphatidylcholine headgroup have been shown to exhibit binding affinity for these receptors. We report the preparation of a water-soluble, stable peptide-phospholipid conjugate (9) that possesses the necessary physical properties to enable more detailed study of the role(s) of OxPL in metabolic disease.

KW - Animals

KW - Antibodies, Monoclonal

KW - Antigens, CD36

KW - Biomimetic Materials

KW - Chemistry Techniques, Synthetic

KW - Drug Design

KW - Drug Stability

KW - Humans

KW - Mice

KW - Oxidation-Reduction

KW - Phospholipid Ethers

KW - Protein Binding

KW - Solubility

KW - Substrate Specificity

KW - Water

U2 - 10.1021/jm300685s

DO - 10.1021/jm300685s

M3 - Journal article

C2 - 22934615

SN - 0022-2623

VL - 55

SP - 8178

EP - 8182

JO - Journal of Medicinal Chemistry

JF - Journal of Medicinal Chemistry

IS - 18

ER -

Design and synthesis of a stable oxidized phospholipid mimic with specific binding recognition for macrophage scavenger receptors

Abstract

Keywords

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