Article

Dynamic Properties of Cationic Diacyl-Glycerol-Arginine-Based Surfactant/Phospholipid Mixtures at the Air/Water Interface

Departament de Tecnologia Química i de Tensioactius, Institut de Química Avançada de Catalunya, CSIC, Jordi Girona 18-26, E-08034 Barcelona, Spain.
Langmuir (Impact Factor: 4.38). 11/2009; 26(4):2559-66. DOI: 10.1021/la902850j
Source: PubMed

ABSTRACT In this Article, we study the binary surface interactions of 1,2-dimyristoyl-rac-glycero-3-O-(N(alpha)-acetyl-L-arginine) hydrochloride (1414RAc) with 1,2-dipalmitoyl-sn-glycero-3-phosphatidylcholine (DPPC) on 0.1 M sodium chloride solutions. 1414RAc is a novel monocationic surfactant that has potential applications as an antimicrobial agent, is biodegradable, and shows a toxicity activity smaller than that of other commercial cationic surfactants. DPPC phospholipid was used as a model membrane component. The dynamic surface tension of 1414RAc/DPPC aqueous dispersions injected into the saline subphase was followed by tensiometry. The layer formation for the mixtures is always accelerated with respect to DPPC, and surprisingly, the surface tension reduction is faster and reaches lower surface tension values at surfactant concentration below its critical micellar concentration (cmc). Interfacial dilational rheology properties of mixed films spread on the air/water interface were determined by the dynamic oscillation method using a Langmuir trough. The effect of surfactant mole fraction on the rheological parameters of 1414RAc/DPPC mixed monolayers was studied at a relative amplitude of area deformation of 5% and a frequency of 50 mHz. The monolayer viscoelasticity shows a nonideal mixing behavior with predominance of the surfactant properties. This nonideal behavior has been attributed to the prevalence of electrostatic interactions.

0 Bookmarks
 · 
85 Views
  • [Show abstract] [Hide abstract]
    ABSTRACT: Conventional surfactants are chemical species derived from various feed stocks and are consumed in large quantities for wide spread household as well as industrial applications. As most of the conventional surfactants have many limitations such as toxicity to humans and adverse effect on environment, the development of less irritant, less toxic, consumer-friendly surfactants is of immense importance. Arginine based surfactants, therefore, constitute a novel class of surfactants produced from renewable raw materials and can be seen as an alternative to conventional surfactants. Arginine based surfactants have good antimicrobial activity, good biodegradability and less human and aquatic toxicity. This review paper deals with the synthesis of different class of arginine based surfactants. Besides this, different biological and surface active properties of arginine based surfactants have also been described.
    Tenside Surfactants Detergents 05/2014; 51(3):202-214. DOI:10.3139/113.110299 · 0.56 Impact Factor
  • [Show abstract] [Hide abstract]
    ABSTRACT: New dimeric surfactants [16-s-16, s: (CH2)4; CH2–COO–(CH2)2–OCO–CH2; CH2–COO–ISO–OCO–CH2 (ISO = d-isorbide) and CH2–CONH–(CH2)2–NHCO–CH2] were synthesized and characterized (I–IV, respectively). The micellization behavior of dimeric surfactants with various spacers was studied by conductance/steady-state fluorescence quenching (SSFQ) measurement and compared with the conventional surfactant (cetyltrimethylammoniumbromide, CTAB). The critical micelle concentration (CMC) values of several surfactants were found to be nearly the same by both techniques. Conductance measurements were used exclusively to obtain CMC and degree of dissociation (α) values at various temperatures, while SSFQ measurements were used to obtain a few CMC values (for comparison) and an aggregation number (N agg). A decrease in CMC and N agg values and an increase in α were observed for dimeric surfactants when compared with CTAB. CMC decreases and then increases with a continuous increase in temperature (U-shaped behavior). The temperature of minimum CMC, T m, was distinctly different for CTAB and the dimeric surfactants. T m values were dependent on the nature of the spacer. The temperature dependence of CMC and α value was used to calculate the thermodynamic parameters of micelle formation for two classes of surfactant (conventional and dimeric). Enthalpy-entropy compensation plots exhibited fair linearity except for IV. Compensation lines for spacers containing ester groups are parallel to one another. Micro-polarity and apparent dielectric constant (ε a) data suggest that the micellar environment felt by pyrene is similar to that of an alkanol with a 3–4 carbon chain.
    Journal of Surfactants and Detergents 09/2013; DOI:10.1007/s11743-013-1467-z · 1.35 Impact Factor
  • [Show abstract] [Hide abstract]
    ABSTRACT: Amino acid glycerolipid conjugates constitute a novel class of lipoamino acids, which can be considered analogues of partial glycerides and phospholipids. They consist of one or two aliphatic chains and one amino acid polar head, linked together through a glycerol moiety. In this article, a description of diacyl glycerolipid conjugates from acetyl-arginine including preparation, physicochemical properties, membrane interaction and its relation with biological properties are described. In particular, we will give details about the following compounds: 1,2-dilauroyl-rac-glycero-3-O-(N(alpha)-acetyl-arginine) (1212RAc), with 12 carbon atoms in the alkyl chains and 1,2-dimiristoyl-rac-glyceror-3-O-(N(alpha)acetyl-L-arginine) (1414RAc), with 14 carbon atoms in the alkyl chains. (C) 2010 Academie des sciences. Published by Elsevier Masson SAS. All rights reserved.
    Comptes Rendus Chimie 07/2011; 14(7-8-7-8):726-735. DOI:10.1016/j.crci.2010.10.004 · 1.48 Impact Factor