Citation: MA Jie, FAN Ye, FANG Yun. Influence of Alkyl Polyglucoside on Migration and Extension of pH Window for Forming Fatty Acid Vesicles of Conjugated Linoleic Acid[J]. Acta Physico-Chimica Sinica, ;2015, 31(7): 1359-1364. doi: 10.3866/PKU.WHXB201504131 shu

Influence of Alkyl Polyglucoside on Migration and Extension of pH Window for Forming Fatty Acid Vesicles of Conjugated Linoleic Acid

1.
Key Laboratory of Food Colloids and Biotechnology, Ministry of Education, School of Chemical and Material Engineering, Jiangnan University, Wuxi 214122, Jiangsu Province, P. R. China

Received Date: 9 February 2015
Available Online: 13 April 2015
Fund Project: 国家自然科学基金(21276113)资助项目 (21276113)

Fatty acid vesicles (FAVs) have hollow core-shell structures similar to those of liposomes, and the building block fatty acids are naturally abundant, green, and safe; therefore, FAVs have potential applications in embedding/release systems. However, FAVs are pH sensitive, and the pH window for FAV formation is narrow and biologically unsuitable. These disadvantages prevent FAVs from being used in domestic chemicals and externally applied agents. In this study, a green and safe nonionic surfactant, alkyl polyglucoside (APG), was blended with a model fatty acid conjugated linoleic acid (CLA) to help the latter to form FAVs in a biologically suitable pH window. The experimental results showed that mixing CLA with APG changed the pH window from 8.0-9.0 for CLA to 6.0-8.0 for CLA-APG; this matches the biologically suitable pH range. Methods for improving the pH dependence of FAV formation and the pH-sensitive properties of FAVs were investigated.
- Fatty acid vesicle,
- pH window,
- Conjugated linoleic acid,
- Alkyl polyglucoside
1. [1]
  
  (1) Gebicki, J.; Hicks, M. Nature 1973, 243 (5404), 232. doi: 10.1038/243232a0
2. [2]
  (2) Hargreaves, W. R.; Deamer, D.W. Biochemistry 1978, 17 (8), 3759.
3. [3]
  (3) Cistola, D. P.; Hamilton, J. A.; Jackdon, D. Biochemistry 1988, 27 (6), 1881. doi: 10.1021/bi00406a013
4. [4]
  (4) Morigaki, K.; Walde, P.; Misran, M.; Robinson, B. H. Colloids Surf. A 2003, 213 (1), 37. doi: 10.1016/S0927-7757(02)00336-9
5. [5]
  (5) Morigaki, K.; Walde, P. Curr. Opin. Colloid Interface Sci. 2007, 12 (2), 75. doi: 10.1016/j.cocis.2007.05.005
6. [6]
  (6) Van, H.; Jan, C. M. Nature 2009, 461 (7260), 45. doi: 10.1038/461045a
7. [7]
  (7) Guo, C.; Liu, S.; Jiang, C. Langmuir 2009, 25 (22), 13114. doi: 10.1021/la9034112
8. [8]
  (8) Kaler, E.W.; Murthy, A. K.; Rodriguez, B. E. Science 1989, 245 (4924), 1371. doi: 10.1126/science.2781283
9. [9]
  (9) Lee, J. H.; Danino, D.; Raghavan, S. R. Langmuir 2009, 25 (3), 1566. doi: 10.1021/la802373j
10. [10]
  (10) Gebicki, J.; Hicks, M. Chem. Phys. Lipids. 1976, 16 (2), 142. doi: 10.1016/0009-3084(76)90006-2
11. [11]
  (11) Namani, T.; Ishikawa, T.; Morigaki, K. Colloids Surf. B 2007, 54 (1), 118. doi: 10.1016/j.colsurfb.2006.05.022
12. [12]
  (12) Rendón, A.; Caron, D. J.; Sot, J. Biophys. J. 2012, 102 (2), 278. doi: 10.1016/j.bpj.2011.12.026
13. [13]
  (13) Namani, T.; Walde, P. Langmuir 2005, 21 (14), 6210. doi: 10.1021/la047028z
14. [14]
  (14) Hargreaves, W. R.; Deamer, D.W. Biochemistry 1978, 17 (18), 3759. doi: 10.1021/bi00611a014
15. [15]
  (15) Renoncourt, A.; Bauduin, P.; Nicholl, E. ChemPhysChem 2006, 7 (9), 1892.
16. [16]
  (16) Zhou, C. C.; Cheng, X. H.; Zhao, O. D.; Liu, S.; Liu, C. J.; Wang, J. D.; Huang, J. B. Soft Matter 2014, 10, 8023. doi: 10.1039/C4SM01204F
17. [17]
  (17) Ryan, L. D.; Kaler, E.W. Langmuir 1999, 15 (1), 92. doi: 10.1021/la980891c
18. [18]
  (18) Messinger, H.; Aulmann, W.; Kleber, M.; Koehl, W. Food Chem. Toxicol. 2007, 45 (8), 1375. doi: 10.1016/j.fct.2007.01.018
19. [19]
  (19) Furlan, C. P. B.; Marineli, R. D. S.; Marostica, J. M. R. Food Res. Int. 2013, 51 (1), 429. doi: 10.1016/j.foodres.2012.12.023
20. [20]
  (20) Park, Y.; Kim, J.; Scrimgeour, A. G. Food Chem. 2013, 140 (1), 280.
21. [21]
  (21) Fan, Y.; Fang, Y.; Gao, D. Chem. J. Chin. Univ. 2014, 35 (8), 1746. [樊晔, 方云, 高迪. 高等学校化学学报, 2014, 35 (8), 1746.]
22. [22]
  (22) Fan, Y.; Fang, Y.; Ma, L. J. Surfactants Deterg. 2015, 18 (1), 179. doi: 10.1007/s11743-014-1591-4
23. [23]
  (23) Rogerson, M. L.; Robinson, B. H.; Bucak, S. Colloids Surf. B 2006, 48 (1), 24. doi: 10.1016/j.colsurfb.2006.01.001
24. [24]
  (24) Fan, Y.; Fang, Y.; Ma, L. Colloids Surf. B 2014, 123, 8. doi: 10.1016/j.colsurfb.2014.08.028
25. [25]
  (25) Dejanovie, B.; Noethig, V.; Walde, P. Chem. Phys. Lipids 2011, 1 (164), 83.
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