J. Lipid Res.
HOME HELP FEEDBACK SUBSCRIPTIONS ARCHIVE SEARCH TABLE OF CONTENTS
QUICK SEARCH:   [advanced]


     

This Article
Right arrow Full Text
Right arrow Full Text (PDF)
Right arrow Alert me when this article is cited
Right arrow Alert me if a correction is posted
Right arrow Citation Map
Services
Right arrow Similar articles in this journal
Right arrow Similar articles in PubMed
Right arrow Alert me to new issues of the journal
Right arrow Download to citation manager
Right arrow reprints & permissions
Citing Articles
Right arrow Citing Articles via HighWire
Right arrow Citing Articles via Google Scholar
Google Scholar
Right arrow Articles by Datta, G.
Right arrow Articles by Anantharamaiah, G. M.
Right arrow Search for Related Content
PubMed
Right arrow PubMed Citation
Right arrow Articles by Datta, G.
Right arrow Articles by Anantharamaiah, G. M.
Social Bookmarking
Add to CiteULike   Add to Complore   Add to Connotea   Add to Del.icio.us   Add to Digg   Add to Reddit   Add to Technorati  
What's this?

Journal of Lipid Research, Vol. 42, 1096-1104, July 2001
Copyright © 2001 by Lipid Research, Inc.

Original Article

Effects of increasing hydrophobicity on the physical-chemical and biological properties of a class A amphipathic helical peptide

Geeta Dattaa, Manjula Chaddhaa, Susan Hamab, Mohamad Navabb, Alan M. Fogelmanb, David W. Garbera, Vinod K. Mishraa, Richard M. Epandc, Raquel F. Epandc, Sissel Lund-Katzd, Michael C. Phillipsd, Jere P. Segresta, and G. M. Anantharamaiaha
a The Atherosclerosis Research Unit and the Departments of Medicine and Biochemistry and Molecular Genetics, The University of Alabama at Birmingham Medical Center, Birmingham, AL 35294
b The Atherosclerosis Research Unit, UCLA Cardiology, Los Angeles, CA 90095
c Department of Biochemistry, McMaster University, Health Sciences Center, Hamilton, Ontario, Canada L8N 3Z5
d Stokes Research Institute, Children's Hospital of Philadelphia, Philadelphia, PA 19104

Correspondence to: G. M. Anantharamaiah, To whom correspondence should be addressed., ananth{at}uab.edu (E-mail)

We have recently shown that a class A amphipathic peptide 5F with increased amphipathicity protected mice from diet-induced atherosclerosis (Garber et al. J. Lipid Res. 2001. 42: 545–552). We have now examined the effects of increasing the hydrophobicity of a series of homologous class A amphipathic peptides, including 5F, on physical and functional properties related to atherosclerosis inhibition by systematically replacing existing nonpolar amino acids with phenylalanine. The peptides, based on the sequence Ac-D-W-L-K-A-F-Y-D-K-V-A-E-K-L-K-E-A-F-NH2 (Ac-18A-NH2 or 2F) were: 3F3(Ac-F318A-NH2), 3F14(Ac-F1418A-NH2), 4F(Ac-F3,1418A-NH2), 5F(Ac-F11,14,17 18A-NH2), 6F(Ac-F10,11,14,1718A-NH2), and 7F(Ac-F3,10,11,14,17 18A-NH2). Measurements of aqueous solubility, HPLC retention time, exclusion pressure for penetration into an egg phosphatidylcholine (EPC) monolayer, and rates of EPC solubilization revealed an abrupt increase in the hydrophobicity between peptides 4F and 5F; this was accompanied by increased ability to associate with phospholipids. The peptides 6F and 7F were less effective, indicating a limit to increased hydrophobicity for promoting lipid interaction in these peptides. Despite this marked increase in lipid affinity, these peptides were less effective than apoA-I in activating the plasma enzyme, lecithin:cholesterol acyltransferase, with 5F activating LCAT the best (80% of apoA-I). Peptides 4F, 5F, and 6F were equally potent in inhibiting LDL-induced monocyte chemotactic activity.

These studies suggest that an appropriate balance between peptide-peptide and peptide-lipid interactions is required for optimal biological activity of amphipathic peptides. These studies provide a rationale for the design of small apoA-I-mimetics with increased potency for atherosclerosis inhi-bition. — Datta, G., M. Chaddha, S. Hama, M. Navab, A. M. Fogelman, D. W. Garber, V. K. Mishra, R. M. Epand, R. F. Epand, S. Lund-Katz, M. C. Phillips, J. P. Segrest, and G. M. Anantharamaiah. Effects of increasing hydrophobicity on the physical-chemical and biological properties of a class A amphipathic helical peptide. J. Lipid Res. 2001. 42: 1096;–1104.

Supplementary key words: amphipathic {alpha}-helix, apoA-I analogs, hydrophobicity, LCAT, synthetic peptides, monocyte chemotactic activity


Add to CiteULike CiteULike   Add to Complore Complore   Add to Connotea Connotea   Add to Del.icio.us Del.icio.us   Add to Digg Digg   Add to Reddit Reddit   Add to Technorati Technorati    What's this?


This article has been cited by other articles:


Home page
 J. Lipid Res.Home page
G. D. Wool, C. A. Reardon, and G. S. Getz
Apolipoprotein A-I mimetic peptide helix number and helix linker influence potentially anti-atherogenic properties
J. Lipid Res., June 1, 2008; 49(6): 1268 - 1283.
[Abstract] [Full Text] [PDF]

Home page
 J. Lipid Res.Home page
J. S. Troutt, W. E. Alborn, M. K. Mosior, J. Dai, A. T. Murphy, T. P. Beyer, Y. Zhang, G. Cao, and R. J. Konrad
An apolipoprotein A-I mimetic dose-dependently increases the formation of pre{beta}1 HDL in human plasma
J. Lipid Res., March 1, 2008; 49(3): 581 - 587.
[Abstract] [Full Text] [PDF]

Home page
 Biophys. JHome page
N.-J. Hu, J. Bradshaw, H. Lauter, J. Buckingham, E. Solito, and A. Hofmann
Membrane-Induced Folding and Structure of Membrane-Bound Annexin A1 N-Terminal Peptides: Implications for Annexin-Induced Membrane Aggregation
Biophys. J., March 1, 2008; 94(5): 1773 - 1781.
[Abstract] [Full Text] [PDF]

Home page
 J. Lipid Res.Home page
B. J. Van Lenten, A. C. Wagner, M. Navab, G. M. Anantharamaiah, S. Hama, S. T. Reddy, and A. M. Fogelman
Lipoprotein inflammatory properties and serum amyloid A levels but not cholesterol levels predict lesion area in cholesterol-fed rabbits
J. Lipid Res., November 1, 2007; 48(11): 2344 - 2353.
[Abstract] [Full Text] [PDF]

Home page
 J. Lipid Res.Home page
G. M. Anantharamaiah, V. K. Mishra, D. W. Garber, G. Datta, S. P. Handattu, M. N. Palgunachari, M. Chaddha, M. Navab, S. T. Reddy, J. P. Segrest, et al.
Structural requirements for antioxidative and anti-inflammatory properties of apolipoprotein A-I mimetic peptides
J. Lipid Res., September 1, 2007; 48(9): 1915 - 1923.
[Abstract] [Full Text] [PDF]

Home page
 Am. J. Physiol. Heart Circ. Physiol.Home page
D. Weihrauch, H. Xu, Y. Shi, J. Wang, J. Brien, D. W. Jones, S. Kaul, R. A. Komorowski, M. E. Csuka, K. T. Oldham, et al.
Effects of D-4F on vasodilation, oxidative stress, angiostatin, myocardial inflammation, and angiogenic potential in tight-skin mice
Am J Physiol Heart Circ Physiol, September 1, 2007; 293(3): H1432 - H1441.
[Abstract] [Full Text] [PDF]

Home page
 J. Pharmacol. Exp. Ther.Home page
S. J. Peterson, D. Husney, A. L. Kruger, R. Olszanecki, F. Ricci, L. F. Rodella, A. Stacchiotti, R. Rezzani, J. A. McClung, W. S. Aronow, et al.
Long-Term Treatment with the Apolipoprotein A1 Mimetic Peptide Increases Antioxidants and Vascular Repair in Type I Diabetic Rats
J. Pharmacol. Exp. Ther., August 1, 2007; 322(2): 514 - 520.
[Abstract] [Full Text] [PDF]

Home page
 J. Biol. Chem.Home page
S. P. Handattu, D. W. Garber, D. C. Horn, D. W. Hughes, B. Berno, A. D. Bain, V. K. Mishra, M. N. Palgunachari, G. Datta, G. M. Anantharamaiah, et al.
ApoA-I Mimetic Peptides with Differing Ability to Inhibit Atherosclerosis Also Exhibit Differences in Their Interactions with Membrane Bilayers
J. Biol. Chem., January 19, 2007; 282(3): 1980 - 1988.
[Abstract] [Full Text] [PDF]

Home page
 J. Lipid Res.Home page
C. Tang, A. M. Vaughan, G. M. Anantharamaiah, and J. F. Oram
Janus kinase 2 modulates the lipid-removing but not protein-stabilizing interactions of amphipathic helices with ABCA1
J. Lipid Res., January 1, 2006; 47(1): 107 - 114.
[Abstract] [Full Text] [PDF]

Home page
 Circ. Res.Home page
M. Navab, G.M. Anantharamaiah, S. T. Reddy, S. Hama, G. Hough, J. S. Frank, V. R. Grijalva, V. K. Ganesh, V. K. Mishra, M. N. Palgunachari, et al.
Oral Small Peptides Render HDL Antiinflammatory in Mice and Monkeys and Reduce Atherosclerosis in ApoE Null Mice
Circ. Res., September 16, 2005; 97(6): 524 - 532.
[Abstract] [Full Text] [PDF]

Home page
 Arterioscler. Thromb. Vasc. Bio.Home page
M. Navab, G.M. Anantharamaiah, S. T. Reddy, B. J. Van Lenten, A. C. Wagner, S. Hama, G. Hough, E. Bachini, D. W. Garber, V. K. Mishra, et al.
An Oral ApoJ Peptide Renders HDL Antiinflammatory in Mice and Monkeys and Dramatically Reduces Atherosclerosis in Apolipoprotein E-Null Mice
Arterioscler. Thromb. Vasc. Biol., September 1, 2005; 25(9): 1932 - 1937.
[Abstract] [Full Text] [PDF]

Home page
 Circ. Res.Home page
H. Gupta, L. Dai, G. Datta, D. W. Garber, H. Grenett, Y. Li, V. Mishra, M. N. Palgunachari, S. Handattu, S. H. Gianturco, et al.
Inhibition of Lipopolysaccharide-Induced Inflammatory Responses by an Apolipoprotein AI Mimetic Peptide
Circ. Res., August 5, 2005; 97(3): 236 - 243.
[Abstract] [Full Text] [PDF]

Home page
 Arterioscler. Thromb. Vasc. Bio.Home page
M. Navab, G.M. Anantharamaiah, S. T. Reddy, S. Hama, G. Hough, V. R. Grijalva, N. Yu, B. J. Ansell, G. Datta, D. W. Garber, et al.
Apolipoprotein A-I Mimetic Peptides
Arterioscler. Thromb. Vasc. Biol., July 1, 2005; 25(7): 1325 - 1331.
[Abstract] [Full Text] [PDF]

Home page
 Arterioscler. Thromb. Vasc. Bio.Home page
M. Navab, G.M. Anantharamaiah, S. Hama, G. Hough, S. T. Reddy, J. S. Frank, D. W. Garber, S. Handattu, and A. M. Fogelman
D-4F and Statins Synergize to Render HDL Antiinflammatory in Mice and Monkeys and Cause Lesion Regression in Old Apolipoprotein E-Null Mice
Arterioscler. Thromb. Vasc. Biol., July 1, 2005; 25(7): 1426 - 1432.
[Abstract] [Full Text] [PDF]

Home page
 J. Biol. Chem.Home page
L. Wang, D. Atkinson, and D. M. Small
The Interfacial Properties of ApoA-I and an Amphipathic {alpha}-Helix Consensus Peptide of Exchangeable Apolipoproteins at the Triolein/Water Interface
J. Biol. Chem., February 11, 2005; 280(6): 4154 - 4165.
[Abstract] [Full Text] [PDF]

Home page
 J. Biol. Chem.Home page
R. M. Epand, R. F. Epand, B. G. Sayer, G. Datta, M. Chaddha, and G. M. Anantharamaiah
Two Homologous Apolipoprotein AI Mimetic Peptides: RELATIONSHIP BETWEEN MEMBRANE INTERACTIONS AND BIOLOGICAL ACTIVITY
J. Biol. Chem., December 3, 2004; 279(49): 51404 - 51414.
[Abstract] [Full Text] [PDF]

Home page
 CirculationHome page
B. J. Van Lenten, A. C. Wagner, M. Navab, G.M. Anantharamaiah, E. K.-W. Hui, D. P. Nayak, and A. M. Fogelman
D-4F, an Apolipoprotein A-I Mimetic Peptide, Inhibits the Inflammatory Response Induced by Influenza A Infection of Human Type II Pneumocytes
Circulation, November 16, 2004; 110(20): 3252 - 3258.
[Abstract] [Full Text] [PDF]

Home page
 CirculationHome page
X. Li, K.-Y. Chyu, J. R. F. Neto, J. Yano, N. Nathwani, C. Ferreira, P. C. Dimayuga, B. Cercek, S. Kaul, and P. K. Shah
Differential Effects of Apolipoprotein A-I-Mimetic Peptide on Evolving and Established Atherosclerosis in Apolipoprotein E-Null Mice
Circulation, September 21, 2004; 110(12): 1701 - 1705.
[Abstract] [Full Text] [PDF]

Home page
 CirculationHome page
M. Navab, G.M. Anantharamaiah, S. T. Reddy, S. Hama, G. Hough, V. R. Grijalva, A. C. Wagner, J. S. Frank, G. Datta, D. Garber, et al.
Oral D-4F Causes Formation of Pre-{beta} High-Density Lipoprotein and Improves High-Density Lipoprotein-Mediated Cholesterol Efflux and Reverse Cholesterol Transport From Macrophages in Apolipoprotein E-Null Mice
Circulation, June 29, 2004; 109(25): 3215 - 3220.
[Abstract] [Full Text] [PDF]

Home page
 J. Biol. Chem.Home page
G. Datta, R. F. Epand, R. M. Epand, M. Chaddha, M. A. Kirksey, D. W. Garber, S. Lund-Katz, M. C. Phillips, S. Hama, M. Navab, et al.
Aromatic Residue Position on the Nonpolar Face of Class A Amphipathic Helical Peptides Determines Biological Activity
J. Biol. Chem., June 18, 2004; 279(25): 26509 - 26517.
[Abstract] [Full Text] [PDF]

Home page
 J. Biol. Chem.Home page
L. Wang, D. Atkinson, and D. M. Small
Interfacial Properties of an Amphipathic {alpha}-Helix Consensus Peptide of Exchangeable Apolipoproteins at Air/Water and Oil/Water Interfaces
J. Biol. Chem., September 26, 2003; 278(39): 37480 - 37491.
[Abstract] [Full Text] [PDF]

Home page
 CirculationHome page
B. J. Van Lenten, A. C. Wagner, G.M. Anantharamaiah, D. W. Garber, M. C. Fishbein, L. Adhikary, D. P. Nayak, S. Hama, M. Navab, and A. M. Fogelman
Influenza Infection Promotes Macrophage Traffic Into Arteries of Mice That Is Prevented by D-4F, an Apolipoprotein A-I Mimetic Peptide
Circulation, August 27, 2002; 106(9): 1127 - 1132.
[Abstract] [Full Text] [PDF]

Home page
 CirculationHome page
M. Navab, G.M. Anantharamaiah, S. Hama, D. W. Garber, M. Chaddha, G. Hough, R. Lallone, and A. M. Fogelman
Oral Administration of an Apo A-I Mimetic Peptide Synthesized From D-Amino Acids Dramatically Reduces Atherosclerosis in Mice Independent of Plasma Cholesterol
Circulation, January 22, 2002; 105(3): 290 - 292.
[Abstract] [Full Text] [PDF]


HOME HELP FEEDBACK SUBSCRIPTIONS ARCHIVE SEARCH TABLE OF CONTENTS
 All ASBMB Journals   Journal of Biological Chemistry 
 Molecular and Cellular Proteomics   ASBMB Today 
Copyright © 2001 by the American Society for Biochemistry and Molecular Biology.