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Amphiphilic Polypeptoids Serve as the Connective Glue to Transform Liposomes into Multilamellar Structures with Closely Spaced Bilayers

Journal Article · · Langmuir
 [1];  [2];  [3];  [3];  [2];  [3];  [3];  [3];  [4];  [2];  [3]
  1. Tulane Univ., New Orleans, LA (United States); Louisiana State University
  2. Louisiana State Univ., Baton Rouge, LA (United States)
  3. Tulane Univ., New Orleans, LA (United States)
  4. Univ. of Maryland, College Park, MD (United States)

We report the ability of hydrophobically modified polypeptoids (HMPs), which are amphiphilic pseudopeptidic macromolecules, to connect across lipid bilayers and thus form layered structures on liposomes. The HMPs are obtained by attaching hydrophobic decyl groups at random points along the polypeptoid backbone. Although native polypeptoids (with no hydrophobes) have no effect on liposomal structure, the HMPs remodel the unilamellar liposomes into structures with comparable diameters but with multiple concentric bilayers. The transition from single-bilayer to multiple-bilayer structures is revealed by small-angle neutron scattering (SANS) and cryo-transmission electron microscopy (cryo-TEM). The spacing between bilayers is found to be relatively uniform at ~6.7 nm. We suggest that the amphiphilic nature of the HMPs explains the formation of multibilayered liposomes; i.e., the HMPs insert their hydrophobic tails into adjacent bilayers and thereby serve as the connective glue between bilayers. At higher HMP concentrations, the liposomes are entirely disrupted into much smaller micellelike structures through extensive hydrophobe insertion. Interestingly, these small structures can reattach to fresh unilamellar liposomes and self-assemble to form new two-bilayer liposomes. The two-bilayer liposomes in our study are reminiscent of two-bilayer organelles such as the nucleus in eukaryotic cells. Furthermore, the observations have significance in designing new nanoscale drug delivery carriers with multiple drugs on separate lipid bilayers and extending liposome circulation times with entirely biocompatible materials.

Research Organization:
Louisiana State University, Baton Rouge, LA (United States)
Sponsoring Organization:
USDOE Office of Science (SC), Basic Energy Sciences (BES)
Grant/Contract Number:
SC0012432
OSTI ID:
1673152
Alternate ID(s):
OSTI ID: 1534744
Journal Information:
Langmuir, Journal Name: Langmuir Journal Issue: 11 Vol. 33; ISSN 0743-7463
Publisher:
American Chemical SocietyCopyright Statement
Country of Publication:
United States
Language:
English

References (41)

New amphipathic lipopeptides, 1. Synthesis and mesomorphic structures of lipopeptides with polysarcosine peptidic chains journal March 1986
A Vesicle Capture Sensor Chip for Kinetic Analysis of Interactions with Membrane-Bound Receptors journal January 2000
Expression of the Mannose Receptor CD206 in HIV and SIV Encephalitis: A Phenotypic Switch of Brain Perivascular Macrophages with Virus Infection journal August 2014
Liposomes as models to study the distribution of porphyrins in cell membranes journal May 1991
Uptake of liposomes by cultured mouse bone marrow macrophages: influence of liposome composition and size journal January 1991
Delivery systems for intraocular routes journal August 1995
Bilayer thickness and lipid interface area in unilamellar extruded 1,2-diacylphosphatidylcholine liposomes: a small-angle neutron scattering study journal May 2001
Lipid bilayer thickness varies linearly with acyl chain length in fluid phosphatidylcholine vesicles journal May 1983
Proteolytic studies of homologous peptide and N-substituted glycine peptoid oligomers journal November 1994
Association of hydrophobically-modified poly(ethylene glycol) with fusogenic liposomes journal October 2003
The effects of temperature, salinity, concentration and PEGylated lipid on the spontaneous nanostructures of bicellar mixtures journal July 2014
The Mechanism of Detergent Solubilization of Lipid Bilayers journal July 2013
Curcumin-loaded γ-cyclodextrin liposomal nanoparticles as delivery vehicles for osteosarcoma journal May 2012
Detergent solubilization of lipid bilayers: a balance of driving forces journal February 2013
Synthesis and Characterization of Well-Defined PEGylated Polypeptoids as Protein-Resistant Polymers journal February 2017
Thermoreversible and Injectable ABC Polypeptoid Hydrogels: Controlling the Hydrogel Properties through Molecular Design journal January 2016
Peptoids and Polypeptoids at the Frontier of Supra- and Macromolecular Engineering journal December 2015
Directed Growth of Polymer Nanorods Using Surface-Initiated Ring-Opening Polymerization of N -Allyl N -Carboxyanhydride journal September 2015
Polymer-Supported Lipid Bilayers on Benzophenone-Modified Substrates journal March 2001
Polymeric Surfactants: Synthesis, Properties, and Links to Applications journal July 2015
Immobilization in Surface-Tethered Lipid Vesicles as a New Tool for Single Biomolecule Spectroscopy journal December 2001
Vesicle−Biopolymer Gels:  Networks of Surfactant Vesicles Connected by Associating Biopolymers journal December 2004
Covalently Anchored Lipid Structures on Amine-Enriched Polystyrene journal August 2005
Diffusive Dynamics of Vesicles Tethered to a Fluid Supported Bilayer by Single-Particle Tracking journal June 2006
Gelation of Vesicles and Nanoparticles Using Water-Soluble Hydrophobically Modified Chitosan journal November 2013
Solubilization of Binary Lipid Mixtures by the Detergent Triton X-100: The Role of Cholesterol journal December 2014
Synthesis and Characterization of Amphiphilic Cyclic Diblock Copolypeptoids from N -Heterocyclic Carbene-Mediated Zwitterionic Polymerization of N -Substituted N -Carboxyanhydride journal December 2011
Polypeptoid Materials: Current Status and Future Perspectives journal May 2012
Cylindrical Brush Polymers with Polysarcosine Side Chains: A Novel Biocompatible Carrier for Biomedical Applications journal March 2015
Scattering Functions of Semiflexible Polymers with and without Excluded Volume Effects journal January 1996
The Combined Effect of Encapsulating Curcumin and C6 Ceramide in Liposomal Nanoparticles against Osteosarcoma journal January 2014
Thermoresponsive Poly(α-peptoid)s: Tuning the Cloud Point Temperatures by Composition and Architecture journal April 2012
Peptoid Polymers: A Highly Designable Bioinspired Material journal May 2013
Persistence length of polyelectrolytes with precisely located charges journal January 2013
Self-assembled conjugated polyelectrolyte–surfactant complexes as efficient cathode interlayer materials for bulk heterojunction organic solar cells journal January 2015
Surface-based lipid vesicle reactor systems: fabrication and applications journal January 2007
Structural properties of soluble peptide amphiphile micelles journal January 2011
Determination of the persistence length of helical and non-helical polypeptoids in solution journal January 2012
Liposome Solubilization Induced by Surfactant Molecules in a Microchip journal January 2012
Liposome Technology for Drug Delivery Against Mycobacterial Infections journal October 2004
New-concept chemotherapy by nanoparticles of biodegradable polymers: where are we now? journal October 2006

Cited By (2)

Effects of major parameters of nanoparticles on their physical and chemical properties and recent application of nanodrug delivery system in targeted chemotherapy journal November 2017
Polypeptoid polymers: Synthesis, characterization, and properties journal October 2017

Figures / Tables (9)


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