Applied Chemistry for Engineering (공업화학)

The Korean Society of Industrial and Engineering Chemistry (한국공업화학회)
권호 표지
DOI QR코드

DOI QR Code

Effect of Phospholipid Zwitterionic Surfactant CDP-W on the Characteristics of Liposome

인지질계 양쪽성 계면활성제 CDP-W 첨가가 리포좀 특성에 미치는 영향

  • Jeong Min Lee (Department of Chemical and Biochemical Engineering, Dongguk University) ;
  • Jong Choo Lim (Department of Chemical and Biochemical Engineering, Dongguk University)
  • 이정민 (동국대학교 화공생물공학과) ;
  • 임종주 (동국대학교 화공생물공학과)
  • Received : 2024.04.29
  • Accepted : 2024.05.23
  • Published : 2024.06.10
Download PDF
⟨ Previous Next ⟩

Abstract

In the present work, the interaction of lipid-based zwitterionic surfactant CDP-W with the vesicle membrane of phospholipids was investigated. For this purpose, interfacial properties such as critical micelle concentration (CMC) and surface tension were measured for the zwitterionic surfactant CDP-W and lecithin S100-3. The zeta potential of 1 wt% aqueous surfactant solutions was also measured as a function of pH to determine the iso-electric point of CDP-W surfactant, where the characteristic of CDP-W surfactant changes from a cationic surfactant to an anionic surfactant. Based on the iso-electric point measurement of CDP-W surfactant, the effects of pH change and CDP-W addition on the stability of S100-3 liposome systems were studied, such as average particle size, polydispersity index (PDI), and zeta potential. The effect of CDP-W on the fluidity characteristics of liposome membranes such as fluorescence anisotropy ratio, deformability, and melting point was investigated at pH 6 where the most stable liposomes were prepared to understand the effect of the fluidity of the liposome membrane on the encapsulation efficiency of active materials and the stability of liposome systems.

본 연구에서는 인지질계 양쪽성 계면활성제 CDP-W 첨가가 지질 소포체 막과의 상호 작용에 미치는 영향에 관하여 살펴보았다. 이를 위하여 CDP-W 양쪽성 계면활성제와 레시틴 S100-3의 임계 마이셀 농도 및 표면장력 등의 계면 물성을 측정하였다. 또한 pH 변화에 따른 1 wt% 계면활성제 수용액의 제타 전위 측정을 통하여 양쪽성 계면활성제 CDP-W가 양이온 계면활성제에서 음이온 계면활성제로 작용이 전환되는 등전점을 결정하였으며, 이 결과를 바탕으로 pH 변화 및 CDP-W 첨가가 리포좀의 평균 입자 크기, 다분산 지수 및 제타 전위 등과 같은 안정성에 미치는 영향에 살펴보았다. 또한 가장 안정한 상태의 리포좀이 형성되는 pH 6의 조건에서 CDP-W 첨가에 따른 리포좀 막의 형광 이방성, 변형성, 녹는 점 측정 등을 통하여 리포좀 막의 유동성 특성을 측정하고 리포좀 막의 유동성이 포집효율 및 안정성에 미치는 영향에 관하여 살펴보았다.

Keywords

Acknowledgement

본 연구는 산업통상자원부 소재부품기술개발-소재부품패키지형(과제번호 20011027, 반도체 디스플레이 공정용 불소계 계면활성제 제조기술 개발)의 지원을 받아 수행되었으며, 이에 감사드립니다.

References

  1. A. D. Bangham, M. M. Standish, and J. C. Watkis, Diffusion of univalent ions across the lamellae of swollen phospholipids, J. Mol. Biol., 13, 238-252 (1965).
  2. J. Marcelino, J. L. F. C. Lima, S. Reis, and C. Matos, Assessing the effects of surfactants on the physical properties of liposome membranes, Chem. Phys. Lipids, 14, 94-103 (2007).
  3. P. M. Elias and D. S. Friend, The permeability barrier in mammalian epidermis, J. Cell Biol., 65, 180-191 (1975).
  4. C. D. Stubbs, T. Kouyama, K. Kinosita Jr., and A. Ikegami, Effect of double bonds on the dynamic properties of the hydrocarbon region of lecithin bilayers, Biochemistry, 20, 4257-4262 (1981).
  5. A. Gabizon, M. Chemla,, D. Tzemach, A. T. Horowitz, and D. Goren, Liposome longevity and stability in circulation: Effects on the in vivo delivery to tumors and therapeutic efficacy of encapsulated anthracyclines, J. Drug Target., 3, 391-398 (1996).
  6. M.-L. Briuglia, C. Rotella, and A. McFarlane, Influence of cholesterol on liposome stability and on in vitro drug release, Drug Deliv. Transl. Res., 5, 231-242 (2015).
  7. H. Farzaneh, M. E. Nik, M. Mashreghi, Z. Saberi, M. R. Jaafari, and M. Teymouri, A study on the role of cholesterol and phosphatidylcholine in various features of liposomal doxorubicin: From liposomal preparation to therapy, Int. J. Pharm., 551, 300-308 (2018).
  8. J. Y. Yu, P. Chuesiang, G. H. Shin, and H. J. Park, Post-processing techniques for the improvement of liposome stability, Pharm, 13, 1023 (2021).
  9. C. Cowan-Ellsberry, S. Belanger, P. Dorn, S. Dyer, D. McAvoy, H. Sanderson, D. Versteeg, D. Ferrer, and K. Stanton, Environmental safety of the use of major surfactant classes in north america, Crit. Rev. Environ. Sci. Technol., 44, 1893-1993 (2014).
  10. P. R. Darapureddi and R. R. Nayak, Synthesis, surface properties and effect of an amino acid head group of 11-(2-methoxy-4-vinylphenoxy) undecanoicacid-based anionic surfactants, J. Surfactants Deterg., 19, 1133-1142 (2016).
  11. C. Cowan-Ellsberry, S. Belanger, P. Dorn, S. Dyer, D. McAvoy, H. Sanderson, D. Versteeg, D. Ferrer, and K. Stanton, Environmental safety of the use of major surfactant classes in north america, Crit. Rev. Environ. Sci. Technol., 44, 1893-1993 (2014).
  12. J. S. Kim, J. S. Park, and J. C. Lim, Measurement of isoelectric point of amine oxide zwitterionic surfactant by QCM (quartz crystal microbalance), J. Kor. Ind. Eng. Chem., 20, 9-14 (2009).
  13. J. S. Kim, J. S. Park, and J. C. Lim, Measurement of isoelectric point of betaine zwitterionic surfactant by QCM(quartz crystal microbalance), Korean Chem. Eng. Res., 47, 31-37 (2009).
  14. J. C. Lim and D. S. Han, Synthesis of dialkylamidoamine oxide surfactant and characterization of its dual function of detergency and softness, Colloids Surf. A, 389, 166-174 (2011).
  15. J. C. Lim, J. S. Park, D. S. Han, J. S. Kim, S. Lee, D. H. Mo, and J. S. Lee, A study on isoelectric point and softness of an ethylene oxide adducted amphoteric surfactant, Appl. Chem. Eng., 23, 521-528 (2012).
  16. K. H. Park, and J. C. Lim, Synthesis of phospholipid based zwitterionic surfactant from coconut oil source and characterization of their interfacial, antiseptic and antiviral properties, J. Ind. Eng. Chem., 115. 241-250 (2022).
  17. A. Garg and S. Singh, Enhancement in antifungal activity of eugenol in immunosuppressed rats through lipid nanocarriers, Colloid Surf. B, 87, 280-288 (2011).
  18. E. Yilmaz and H. H. Borchert, Design of a phytosphingosine-containing, positively-charged nanoemulsion as a colloidal carrier system for dermal application of ceramides, Eur. J. Pharm. Biopharm., 60, 91-98 (2005).
  19. S. H. Park, S. G. Oh, K. D. Suh. Han, D. J. Chung, J. Y. Mun, S. S. Han, and J. W. Kim, Control over micro-fluidity of liposomal membranes by hybridizing metal nanoparticles, Colloids Surf. B, 70, 108-113 (2009).
  20. D. Yang, D. Pornpattananangkul, T. Nakatsuji, M. Chan, D. Carson, C. M. Huang, and L. Zhang, The antimicrobial activity of liposomal lauric acids against Propionibacterium acnes, Biomaterials, 30, 6035-6040 (2009).
  21. J. S. Lee, G. Y. Chi, and J. C. Lim, Effect of fatty acid on the membrane fluidity of liposomes, Appl. Chem. Eng., 28, 177-185 (2016).
  22. D. H. Mo, S. M. Lee, J. Y. Lee, D. S. Han, and J. C. Lim, Effect of amine oxide zwitterionic surfactant on characteristics of liposome, Appl. Chem. Eng., 27, 291-298 (2016).
  23. J. K. Mills and D. Needham, Lysolipid incorporation in dipalmitoylphosphatidylcholine bilayer membranes enhances the ion permeability and drug release rates at the membrane phase transition, Biochim. Biophys. Acta Bioenerg, 1716, 77-96 (2005).
  24. M. Schmid, C. Wolk, J. Giselbrecht, K. A. Chan, and R. D. Harvey, A combined FT-IR and DSC study on the bilayer-stabilising effect of electrostatic interactions in ion paired lipids, Colloids Surf. B, 169, 298-304 (2018).
  25. J. C. Lim, M. C. Lee, T. K. Lim, and B. J. Kim, Synthesis of sorbital based nonionic surfactants and characterization of interfacial and adhesive properties for waterborne pressure sensitive adhesives, Colloids Surf. A, 446, 80-89 (2014).
  26. S. M Lee, J. Y. Lee, H. P. Yu, and J. C. Lim, Synthesis of environment friendly nonionic surfactants from sugar base and characterization of interfacial properties for detergent application, J. Ind. Eng. Chem., 38, 157-166 (2016).