10124-65-9Relevant articles and documents
Comparison between lyotropic cholesteric phase behavior with partly fluorinated surfactants and their exact hydrogenated counterparts
Akpinar, Erol,Yurdakul, Sinan,Neto, Ant?nio Martins Figueiredo
, p. 239 - 248 (2018)
In this study, we examined lyotropic intrinsic cholesteric phase properties of some amino acid-based chiral surfactants, with partly fluorinated and hydrogenated chains, to investigate the effect of the twist structure of fluorocarbon chain on the helical twisting power of chiral surfactants. We synthesized some chiral and achiral surfactants, and their fluorinated/hydrogenated counterpart surfactants, taking into account the rule that [1 CF2 = 1.5 CH2]. We prepared lyotropic mixtures exhibiting discotic cholesteric phases by dissolution of chiral surfactants L-alaninehydrochloride undecylester (L-AUnDE), L-serinehydrochloride undecylester (L-SUnDE) and their partly fluorinated counterparts (L-APFOE and L-SPFOE, respectively) into sodium chloride (NaCl)/water mixtures, separately. The pitch measurements were used to evaluate the helical twisting powers of each fluorinated/hydrogenated chiral surfactants. The results indicated that the twist structure of fluorocarbon chain provides higher helical twisting power with respect to the hydrocarbon chain.
Fatty acid potassium had beneficial bactericidal effects and removed Staphylococcus aureus biofilms while exhibiting reduced cytotoxicity towards mouse fibroblasts and human keratinocytes
Kawahara, Takayoshi,Takita, Miki,Masunaga, Akihiro,Morita, Hayato,Tsukatani, Tadayuki,Nakazawa, Kohji,Go, Daisuke,Akita, Sadanori
, (2019)
Wounds frequently become infected or contaminated with bacteria. Potassium oleate (C18:1K), a type of fatty acid potassium, caused >4 log colony-forming unit (CFU)/mL reductions in the numbers of Staphylococcus aureus and Escherichia coli within 10 min and a >2 log CFU/mL reduction in the number of Clostridium difficile within 1 min. C18:1K (proportion removed: 90.3%) was significantly more effective at removing Staphylococcus aureus biofilms than the synthetic surfactant detergents sodium lauryl ether sulfate (SLES) (74.8%, p 0.01) and sodium lauryl sulfate (SLS) (78.0%, p 0.05). In the WST (water-soluble tetrazolium) assay, mouse fibroblasts (BALB/3T3 clone A31) in C18:1K (relative viability vs. control: 102.8%) demonstrated a significantly higher viability than those in SLES (30.1%) or SLS (18.1%, p 0.05). In a lactate dehydrogenase (LDH) leakage assay, C18:1K (relative leakage vs. control: 108.9%) was found to be associated with a significantly lower LDH leakage from mouse fibroblasts than SLES or SLS (720.6% and 523.4%, respectively; p 0.05). Potassium oleate demonstrated bactericidal effects against various species including Staphylococcus aureus, Escherichia coli, Bacillus cereus, and Clostridium difficile; removed significantly greater amounts of Staphylococcus aureus biofilm material than SLES and SLS; and maintained fibroblast viability; therefore, it might be useful for wound cleaning and peri-wound skin.
Effect of alkyl chain length of alcohols on cholesteric uniaxial to cholesteric biaxial phase transitions in a potassium laurate/alcohol/potassium sulfate/water/brucine lyotropic mixture: Evidence of a first-order phase transition
Reis, Dennys,Akpinar, Erol,Figueiredo Neto, Antoiì?nio Martins
, p. 942 - 948 (2013)
Lyotropic cholesteric liquid crystalline phases were prepared by doping the quaternary mixture of potassium laurate (KL)/potassium sulfate (K 2SO4)/alcohol (n-OH)/water with the chiral agent brucine. Different long-chain alcohols whose alkyl chains (n) vary from 8 (1-octanol) to 16 (1-hexadecanol) were used. The cholesteric uniaxial to cholesteric biaxial phase transitions were investigated by measuring the birefringences via polarizing optical microscopy, and the phase diagram was constructed as a function of the alkyl chain length of the alcohols. Alcohols with 9 a?? n a?? 12 presented the three cholesteric phases (cholesteric discotic - Ch D, cholesteric biaxial - ChB, and cholesteric calamitic - ChC). The ChD-to-ChB transition was shown to be continuous, with a bare correlation length bigger than the typical micellar dimensions. Mixtures with n = 8 and n = 13 showed a first-order phase transition between the ChD and the ChC phases, without the presence of the ChB phase in between. These results are interpreted in terms of the nanosegregation of the alcohol molecules in the micelles with respect to the main amphiphiles molecules. ? 2012 American Chemical Society.
Processes for the preparation of N-(long-chain acyl)amino acid and salt thereof, and intermediate amidonitrile and process for the preparation thereof
-
, (2008/06/13)
To provide processes suitable for industrial production by which high-purity N-(long-chain acyl)amino acid and salt thereof can be prepared from inexpensive raw materials. An alkyl ester of a fatty acid (2) is reacted with an aminonitrile (3) in the presence of a basic catalyst to form an amidonitrile (1), the amidonitrile (1) is hydrolyzed into an N-(long-chain acyl)amino acid salt (4) in the presence of a basic substance, the pH of the resulting aqueous solution is adjusted to a pH from 1 to 5 with a mineral acid to form an N-(long-chain acyl)amino acid (5), and this amino acid is recovered. STR1 wherein R1 CO-- represents a fatty acid residue having 8 to 22 carbon atoms; R2 represents a hydrogen atom or an alkyl group having 1 to 3 carbon atoms; R3 represents an alkylene group having 1 to 5 carbon atoms; R4 represents an alkyl group having 1 to 4 carbon atoms; and M represents a monovalent cation.
