Polymerizable phospholipids and their polymeric liposomes

Takane, Minoru; Shigehara, Kiyotaka; Tsuchida, Eishun

doi:10.1002/macp.1986.021870415

Cited by 9 publications

(3 citation statements)

References 12 publications

(1 reference statement)

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“…The polymerizable moiety "itaconate (-OCO-CH2-C( = CHJ-COO-)" belongs to an intriguing system used in the stabilization of vesicles [53]. Ultraviolet irradiation seems to be the preferred method for photo-initiation of the itaconate moiety.…”

Section: Other Polymerizable Lipidsmentioning

confidence: 99%

Polymerizable phospholipids: a novel class of biomaterials

Singh

Schnur

1994

Polymers for Advanced Techs

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Polymerizable phospholipids are organic monomers that are able to self-assemble into membranes. This is quite similar to the self assembly of naturally occurring lipid membranes found in biological systems. The polymerizable lipids can then be polymerized to stabilize these membranes. These stabilized structures have a number of different morphologies which offer a variety of technically attractive features. This article reviews the chemical and physical properties of fhese materials in terms of their technological applications. DESIGNING A POLYMERIZABLE PHOSPHOLIPIDSince the first appearance of reports [9-121 describing the idea of polymerized vesicles for membrane stabilization, polymerizable phospholipids have attracted considerable attention from different disciplines. Consequently, the number of reports on the design, synthesis and application of novel polymerizable

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Section: Other Polymerizable Lipidsmentioning

confidence: 99%

Polymerizable phospholipids: a novel class of biomaterials

Singh

Schnur

1994

Polymers for Advanced Techs

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“…An initial study of phospholipids containing itaconate as polymerizable moieties were reported by Takane et a1. 26 Polymerization of the sonicated suspension of the lipid/cholesterol (20/3) mixture was attempted with UV light from a high-pressure mercury lamp. Solubility of the polymers in chloroform indicates that the polymers were not long.…”

Section: -78mentioning

confidence: 99%

Two‐Dimensional polymerization of supramolecular assemblies: Synthesis and bilayer polymerization of lipids containing α‐methylene‐substituted acyl chains

Lee

O’Brien

1994

J. Polym. Sci. A Polym. Chem.

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Polymerization of lipid assemblies may be usefully employed to alter the properties of the assemblies. The possible locations of the reactive group in the lipids include (1) the chain terminus, (2) the head group, and (3) near the lipid backbone. The third strategy yields polymerized assemblies which retain their head group functionality and lipid chain motion. We have designed and synthesized new members of this later category by the use of 2‐methylene‐substituted acyl chains. The main transition temperature (Tm) from gel to liquid crystalline phase of hydrated bilayers of 1‐palmitoyl‐2‐(2‐methylene)palmitoyl‐sn‐glycero‐3‐phosphocholine (1) and the disubstituted 1,2‐bis(2‐methylenepalmitoyl)‐sn‐glycero‐3‐phosphocholine (2) were 33.6 and 25.3°C, respectively. The Tm of the mono‐substituted 1‐oleoyl‐2‐(2‐methylene)palmitoyl‐sn‐glycero‐3‐phosphocholine (3) bilayers was detected in a range from −15 to −10°C by x‐ray diffraction. Hydrated bilayers of each individual lipid were successfully polymerized with a water‐soluble initiator, azobis(2‐amidinopropane) dihydrochloride (AAPD). These results indicate the lipid 2‐methylene groups are accessible to the water interface. Thermal polymerization of the mono‐substituted lipids in aqueous suspensions with AAPD, yielded oligomers. However the bis‐2‐methylene PC (2) was successfully polymerized to yield stabilized crosslinked bilayers. © 1994 John Wiley & Sons, Inc.

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“…Various polymerizable lipids have been synthesized and polymerized as liposomes to investigate their stability. [3][4][5][6][7][8][9][10][11][12] We have mentioned the importance of the selection of proper polymerization methods in order to obtain stable liposomes.13,14 Since polymerized liposomes with phase transition like nonpolymerized liposomes are difficult to make, the polymerization of mixed liposomes containing both polymerizable and functional membrane constituents has been proposed. 15,16 In polymerized mixed liposome systems, polymerized regions are phase separated from monomeric regions because polymerization itself induces phase separation by the direct binding of polymerizable lipids through covalent bonds regardless of their affinities.…”

Section: Introductionmentioning

confidence: 99%