Relationship between molecular structure and thermo-mechanical properties of candelilla wax and amides derived from (R)-12-hydroxystearic acid as gelators of safflower oil

Food Biophysics

Volumn 5, Issue 3, 2010, Pages 193-202

  Toro Vazquez, Jorge F ^a,c   Morales Rueda, Juan ^a   Mallia, V Ajay ^b   Weiss, Richard G ^b  

^a UNIVERSIDAD AUTÓNOMA DE SAN LUIS POTOSÍ   (Mexico)

^b GEORGETOWN UNIVERSITY   (United States)

^c Facultad de Ciencias Químicas CIEP   (Mexico)

Author keywords

Candelilla wax; Creep and compliance; Hydroxystearic acid; Organogels; Thixotropy

Indexed keywords

CARTHAMUS TINCTORIUS; EUPHORBIA ANTISYPHILITICA;

EID: 77954540270     PISSN: 15571858     EISSN: 15571866     Source Type: Journal    
DOI: 10.1007/s11483-010-9159-y     Document Type: Article

References (19)

1. D. J. Abdallah, R. G. Weiss, n-Alkanes gel n-alkanes (and many other organic liquids). Langmuir. 16, 352-355 (2000). doi: 10. 1021/1a990795r.
2. E. Ostuni, P. Kamaras, R. G. Weiss, Novel X-ray method for in situ determination of gelator strand structure: polymorphism of cholesteryl anthraquinone-2-carboxylate. Angew. Chem. Int. Ed Engl. 35, 1324-1326 (1996). doi: 10. 1002/anie. 199613241.
3. A. Bot, G. M. Agterof, Structuring of edible oils by mixtures of γ-oryzanol with β-sitosterol or related phytosterols. J. Am. Oil Chem. Soc. 83, 513-521 (2006). doi: 10. 1007/s11746-006-1234-7.
4. R. Kumar, O. P. Katare, Lecithin organogels as a potential phospholipid-structured system for topical drug delivery: a review. AAPS PharmSciTech. 6, E298-E310 (2005). doi: 10. 1208/pt060240.
5. S. Murdan, G. Gregoriadis, A. T. Florence, Novel sorbitan monostearate organogels. J. Phar. Sci. 88, 608-614 (2000). doi: 10. 1021/js980342r.
6. D. J. Abdallah, L. Lu, R. G. Weiss, Thermoreversible organogels from alkane gelators with one heteroatom. Chem. Mater. 11, 2907-2911 (1999). doi: 10. 1021/cm9902826.
7. H. Takeno, T. Mochizuki, K. Yoshiba, S. Kondo, T. Dobashi, Self-assembling structures and sol-gel transition of optically active and racemic 12-hydroxystearic acids in organic solvents. Progr. Colloid. Polym. Sci. 136, 47-54 (2009). doi: 10. 1007/2882_2009_7.
8. V. A. Mallia, M. George, D. L. Blair, R. G. Weiss, Robust organogels from nitrogen-containing derivatives of (R)-12-hydroxystearic acid as gelators: comparisons with gels from stearic acid derivatives. Langmuir. 25, 8615-8625 (2009). doi: 10. 1021/la8042439.
9. P. Terech, R. G. Weiss, Low molecular mass gelators of organic liquids and the properties of their gels. Chem. Rev. 97, 3133-3159 (1997). doi: 10. 1021/cr9700282.
10. R. G. Weiss, P. Terech, Molecular Gels: Materials with Self-Assembled Fibrillar Networks (Springer, Dordrecht, 2006), pp. 449-551.
11. J. F. Toro-Vazquez, J. A. Morales-Rueda, E. Dibildox-Alvarado, M. A. Charó-Alonso, M. Alonzo-Macías, M. M. González-Chávez, Development of organogels with candelilla wax and safflower oil with high triolein content. J. Am. Oil Chem. Soc. 84, 989-1000 (2007). doi: 10. 1007/s11746-007-1139-0.
12. J. A. Morales-Rueda, E. Dibildox-Alvarado, M. Charó-Alonso, R. G. Weiss, J. F. Toro-Vazquez, Thermo-mechanical properties of candelilla wax and dotriacontane organogels in safflower oil. Europ. J. Lipid. Sci. Technol. 111, 207-215 (2009). doi: 10. 1002/ejlt. 200810174.
13. J. A. Morales-Rueda, E. Dibildox-Alvarado, M. A. Charó-Alonso, J. F. Toro-Vazquez, Rheological properties of candelilla wax and dotriacontane organogels measured with a true-gap system. J. Am. Oil Chem. Soc. 86, 765-772 (2009). doi: 10. 1007/s11746-009-1414-3.
14. M. Dolz, M. J. Hernández, J. Delegido, Creep and recovery experimental investigation of low oil content food emulsions. Food Hydrocolloids. 22, 421-427 (2008). doi: 10. 1016/j. foodhyd. 2006. 12. 011.
15. D. J. Abdallah, S. A. Sirchio, R. G. Weiss, Hexatriacontane organogels. The first determination of the conformation and molecular packing of a low-molecular-mass organogelator in its gelled state. Langmuir. 16, 7558-7561 (2000). doi: 10. 1021/la000730k.
16. J. F. Steffe, Rheological Methods in Food Process Engineering, 2nd edn. (Freeman, East Lansing, 1996), pp. 304-310.
17. The AOCS Lipid Library. Anandamide, oleamide and other simple fatty amides structure, occurrence, biology and analysis. http://lipidlibrary. aocs. org/Lipids/amides/index. htm.
18. J. Joseph, B. Niggemann, K. S. Zaenker, F. Entschladen, Anandamide is an endogenous inhibitor for the migration of tumor cells and T lymphocytes. Cancer Immunol. Immunother. 53, 723-728 (2004). doi: 10. 1007/s00262-004-0509-9.
19. S. Huitrón-Reséndiz, L. Gombart, B. F. Cravatt, S. J. Henriksen, Effect of oleamide on sleep and its relationship to blood pressure, body temperature, and locomotor activity in rats. Exp. Neurol. 72, 235-243 (2001). doi: 10. 1006/exnr. 2001. 7792.