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Design of liposomes containing photopolymerizable phospholipids for triggered release of contents

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Abstract

We describe a novel class of light-triggerable liposomes prepared from a photo-polymerizable phospholipid DC8,9PC (1,2-bis (tricosa-10,12-diynoyl)-sn-glycero-3-phosphocholine) and DPPC (1,2-Dipalmitoyl-sn-Glycero-3-Phosphocholine). Exposure to UV (254 nm) radiation for 0–45 min at 25 °C resulted in photo-polymerization of DC8,9PC in these liposomes and the release of an encapsulated fluorescent dye (calcein). Kinetics and extents of calcein release correlated with mol% of DC8,9PC in the liposomes. Photopolymerization and calcein release occurred only from DPPC/DC8,9PC but not from Egg PC/DC8,9PC liposomes. Our data indicate that phase separation and packing of polymerizable lipids in the liposome bilayer are major determinants of photo-activation and triggered contents release.

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Abbreviations

DNPC (09:0 PC):

1,2-Dinonanoyl-sn-glycero-3-phosphocholine

DMPC (14:0 PC):

1,2-Dimyristoyl-sn-glycero-3-phosphocholine

DPPC (16:0 PC):

1,2-Dipalmitoyl-sn-glycero-3-phosphocholine

Egg PC:

l-α-Phosphatidylcholine (Egg, Chicken)

C23:0 PC:

1,2-Ditricosanoyl-sn-glycero-3-phosphocholine

C22:1 PC (cis):

1,2-Dierucoyl-sn-glycero-3-phosphocholine

DC8,9PC:

(1,2 bis (tricosa-10, 12-diynoyl)-sn-glycero-3-phosphocholine)

DSPE-PEG2000 (18:0 PEG2 PE):

1,2-Distearoyl-sn-glycero-3 phosphoethanolamine-N-[methoxy(polyethylene glycol)-2000] (ammonium salt)

HEPES buffer:

10 mM HEPES, 140 mM NaCl (pH 7.5)

PBS:

2.66 mM KCl, 1.47 mM KH2PO4, 138 mM NaCl, 8.06 mM Na2HPO4·7H2O (pH 7.1)

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Acknowledgements

This research was supported by the Intramural Research Program of the NIH, National Cancer Institute, Center for Cancer Research and NCI Alliance for Nanotechnology (Piotr Grodzinski). We would like to thank Dr. Julie M. Belanger for critical reading of the manuscript.

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Authors and Affiliations

  1. Membrane Structure and Function Section, Center for Cancer Research Nanobiology Program, NCI-Frederick, NIH, Frederick, MD, 21702, USA

    Amichai Yavlovich, Robert Blumenthal & Anu Puri

  2. Naval Research Laboratory, Center for Bio/Molecular Science and Engineering, Washington DC, USA

    Alok Singh

  3. Structural Biophysics Laboratory, Center for Cancer Research, NCI-Frederick, NIH, Frederick, MD, 21702, USA

    Sergey Tarasov

  4. Center for Cancer Research, NCI-Bethesda, NIH, Bethesda, MD, 20892, USA

    Jacek Capala

Authors
  1. Amichai Yavlovich
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  2. Alok Singh
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  3. Sergey Tarasov
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  4. Jacek Capala
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  5. Robert Blumenthal
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  6. Anu Puri
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Correspondence to Anu Puri.

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Yavlovich, A., Singh, A., Tarasov, S. et al. Design of liposomes containing photopolymerizable phospholipids for triggered release of contents. J Therm Anal Calorim 98, 97–104 (2009). https://doi.org/10.1007/s10973-009-0228-8

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