Bolalipid-Doped Liposomes: Can Bolalipids Increase the Integrity of Liposomes Exposed to Gastrointestinal Fluids?

Müller, Sindy; Gruhle, Kai; Meister, Annette; Hause, Gerd; Drescher, Simon

doi:10.3390/pharmaceutics11120646

Cited by 17 publications

(8 citation statements)

References 90 publications

(92 reference statements)

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“…During this project, two novel classes of artificial bolalipids, the glycerol diether bolalipids [ 160 , 161 ] and alkyl-substituted single-chain bolalipids [ 162 , 163 ], were synthesized and characterized. Drescher and his group could show that these artificial bolalipids are miscible with unsaturated phospholipids [ 164 , 165 ], and that these mixed vesicles (bolasomes) show promising results regarding the stability of those bolasomes in artificial digestive media [ 166 ]. However, these bolalipid-doped liposomes require further investigation before they can be used as a drug delivery system.…”

Section: Phospholipids In Research—project Overviewmentioning

confidence: 99%

The Phospholipid Research Center: Current Research in Phospholipids and Their Use in Drug Delivery

Drescher

Hoogevest

2020

Pharmaceutics

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This review summarizes the research on phospholipids and their use for drug delivery related to the Phospholipid Research Center Heidelberg (PRC). The focus is on projects that have been approved by the PRC since 2017 and are currently still ongoing or have recently been completed. The different projects cover all facets of phospholipid research, from basic to applied research, including the use of phospholipids in different administration forms such as liposomes, mixed micelles, emulsions, and extrudates, up to industrial application-oriented research. These projects also include all routes of administration, namely parenteral, oral, and topical. With this review we would like to highlight possible future research directions, including a short introduction into the world of phospholipids.

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Section: Phospholipids In Research—project Overviewmentioning

confidence: 99%

The Phospholipid Research Center: Current Research in Phospholipids and Their Use in Drug Delivery

Drescher

Hoogevest

2020

Pharmaceutics

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“…Although remarkable, the biological relevance of phosphonium dications is not a complete surprise, since, for instance, [DxC10] 2+ is a special case of the broad bolalipids (or bolaamphiphiles) family, , whose effect on the stability and permeability of biomembranes has been extensively investigated. , Bolalipids belonging to the phospholipid class, in particular, are a distinctive component of archaea; hence, they might have played a role in biosystems since the early stages of life on Earth.…”

Section: Introductionmentioning

confidence: 99%

Absorption of Phosphonium Cations and Dications into a Hydrated POPC Phospholipid Bilayer: A Computational Study

et al. 2022

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Molecular dynamics (MD) based on an empirical force field is applied to investigate the effect of phosphonium cations ([P 6,6,6,6 ] + ) and geminal dications ([DxC10] 2+ ) inserted at T = 300 K into the hydration layer separating planar POPC phospholipid bilayers. Up to high concentration, nearly every added cation and dication becomes absorbed into the lipid phase. Absorption takes place during several microseconds and is virtually irreversible. The neutralizing counterions ([Cl] − , in the present simulation) remain dissolved in water, giving origin to the charge separation and the strong electrostatic double layer at the water/lipid interface. Incorporation of cations and dications changes the properties of the lipid bilayer such as diffusion, viscosity, and the electrostatic pattern. At high ionic concentration, the bilayer acquires a long-wavelength standing undulation, corresponding to a change of phase from fluid planar to ripple. All these changes are potentially able to affect processes relevant in the context of cell biology. The major difference between cations and dications concerns the kinetics of absorption, which takes place nearly two times faster in the [P 6,6,6,6 ] + case, and for [DxC10] 2+ dications displays a marked separation into two-stages, corresponding to the easy absorption of the first phosphonium head of the dication and the somewhat more activated absorption of the second phosphonium head of each dication.

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“…Although remarkable, the biological relevance of phosphonium dications is not a complete surprise, since, for instance, [DxC10] 2+ is a special case of the broad bola-lipids (or bolaamphiphiles) family, 10,11 whose effect on the stability and permeability of biomembranes has been extensively investigated. 12,13 Bolalipids belonging to the phospholipid class, in particular, are a distinctive component of archaea, hence they might have played a role in biosystems since the early stages of life on Earth.…”

Section: Introductionmentioning

confidence: 99%

The Absorption of Phosphonium Cations and Dications into a Hydrated POPC Phospholipid Bilayer: a Computationa Study

Pillai

Kumari

Benedetto

et al. 2022

Preprint

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Molecular dynamics (MD) based on an empirical force field is applied to investigate the effect of phosphonium cations ([P 6,6,6,6 ] + ) and geminal dications ([DxC10] 2+ ) inserted at T = 300 K into the hydration layer separating planar POPC phospholipid bilayers. Up to high concentration, nearly every added cation and dication becomes absorbed into the lipid phase. Absorption takes place during several µs and is virtually irreversible. The neutralising counterions ([Cl] − , in the present simulation) remain dissolved in water, giving origin to charge separation and strong electrostatic double layer at the water/lipid interface. Incorporation of cations and dications changes properties of the lipid bilayer such as diffusion, viscosity and electrostatic pattern. At high ionic concentration, the bilayer acquires a long-wavelength standing undulation, corresponding to a change of phase from fluid planar to ripple. All these changes are potentially able to affect processes relevant in the context of cell biology. The major difference between cations and dications concerns the kinetics of absorption, that takes place nearly two times faster in the [P 6,6,6,6 ] + case, and for [DxC10] 2+ dications displays a marked separation into two-stages, corresponding to the easy absorption of the first phosphonium head of the dication, and the somewhat more activated absorption of the second phosphonium head of each dication.

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Bolalipid-Doped Liposomes: Can Bolalipids Increase the Integrity of Liposomes Exposed to Gastrointestinal Fluids?

Cited by 17 publications

References 90 publications

The Phospholipid Research Center: Current Research in Phospholipids and Their Use in Drug Delivery

The Phospholipid Research Center: Current Research in Phospholipids and Their Use in Drug Delivery

Absorption of Phosphonium Cations and Dications into a Hydrated POPC Phospholipid Bilayer: A Computational Study

The Absorption of Phosphonium Cations and Dications into a Hydrated POPC Phospholipid Bilayer: a Computationa Study

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