Amphiphilic molecules compound

A (macro)emulsion is formed when two immiscible Hquids, usually water and a hydrophobic organic solvent, an oil, are mechanically agitated (5) so that one Hquid forms droplets in the other one. A microemulsion, on the other hand, forms spontaneously because of the self-association of added amphiphilic molecules. During the emulsification agitation both Hquids form droplets, and with no stabilization, two emulsion layers are formed, one with oil droplets in water (o /w) and one of water in oil (w/o). However, if not stabilized the droplets separate into two phases when the agitation ceases. If an emulsifier (a stabilizing compound) is added to the two immiscible Hquids, one of them becomes continuous and the other one remains in droplet form. 

The most commonly used amphiphiles to build L-B hlms for tribological applications are the straight chain hydrocarbon compounds with simple functional groups such as the fatty acids, including stearic acids, arachidic acids, and behenic acids [32], but other amphiphilic molecules, e.g., 2,4-heneicosanedione and 2-docosylamina-5-nitropyridine, are also applied in some cases. There are two major systems of self-assembled monolayers, namely the alkylsilance derivatives (e.g., OTS, octadecyltrichlorosilane) on hydroxylated surfaces and the alkanethiols on metal substrates, which have been investigated extensively to examine their properties as solid lubricants and protective surface films [31 ]. 

Thus, the question is whether such classes of molecules were present on the young Earth. The only witnesses capable of giving an answer to this question are meteorites (Deamer, 1988). The group of David Deamer studied Murchison material after extraction and hydropyrolysis (at 370-570 K, with reaction times of several hours or days). GC and MS analyses showed the presence of a series of organic compounds, including significant amounts of amphiphilic molecules such as octanoic (C ) and nonanoic acids (C9) as well as polar aromatic hydrocarbons. 

A compound that has two immiscible hydrophilic and hydrophobic parts within the same molecule is called an amphiphilic molecule (as mentioned earlier). Many amphiphilic molecules show lyotropic liquid-crystalline phase sequences, depending on the volume balances between the hydrophilic part and the hydrophobic part. These structures are formed through the microphase segregation of two incompatible components on a nanometer scale. Hand soap is an everyday example of a lyotropic liquid crystal (80% soap + 20% water). 

Liposomes and micelles are lipid vesicles composed of self-assembled amphiphilic molecules. Amphiphiles with nonpolar tails (i.e., hydrophobic chains) self-assemble into lipid bilayers, and when appropriate conditions are present, a spherical bilayer is formed. The nonpolar interior of the bilayer is shielded by the surface polar heads and an aqueous environment is contained in the interior of the sphere (Figure 10.3A). Micelles are small vesicles composed of a shell of lipid the interior of the micelle is the hydrophobic tails of the lipid molecules (Figure 10.3B). Liposomes have been the primary form of lipid-based delivery system because they contain an aqueous interior phase that can be loaded with biomacromolecules. The ability to prepare liposomes and micelles from compounds analogous to pulmonary surfactant is frequently quoted as a major advantage of liposomes over other colloidal carrier systems. 

Even more interesting phenomena occur when amphiphilic compounds are pul into waiter-oil mixtures. If the oil concentration is low. the amphiphilic molecules form micelles and the oil collects inside the micelles. As the oil concentration is increased, the micelles continue to swell with oil unlit it is safe to say that the system is really composed of volumes of water and volumes of oil separated hy a single amphiphilic layer. This type of system is called an emulsion, and thus amphiphilcs can serve as emulsifiers. 

Surfactants are amphiphilic molecules widely used for different purposes in industrial processes, with a worldwide annual demand of about 10 billion (1,2). The most used surfactants are produced from petrochemical sources (3) however, compounds having surface activity characteristics may be synthetized by a wide variety of microorganisms (4,5). Such compounds, called biosurfactants, when compared with the syn-... 

In the 1940s, it was demonstrated in the pioneering work of Zisman and coworkers [8] that the LB technique is not the only way to create an organized organic monolayer on a solid substrate. It was demonstrated that when a compatible substrate is exposed to a solution of an amphiphilic compound, the dissolved molecules form a self-assembled monolayer on the substrate surface. Such films maintain their structural integrity after they are removed from solution. The most common examples of such films are organosulfur films on gold substrates [9] and alkyltrichlorosilane films on silicon dioxide substrates [10]. Compared with the LB films, the self-assembled films are somewhat less ordered. On the other hand, these films are easier to prepare, since they do not require special instrumentation and can easily be deposited on both planar and non-planar substrates. Also, in many cases the amphiphilic molecules which make the self-assembled film are chemisorbed on the substrate. Such films are more stable when heated or exposed to solvents than are typical LB films, which are held to the substrate by non-covalent interactions. 

Although it is clear that complex lipids can be synthesized under laboratory simulations using pure reagents, the list of required ingredients does not seem plausible under prebiotic conditions. Therefore, it is unlikely that early membranes were composed of complex lipids such as phospholipids and cholesterol. Instead, there must have been a source of simpler amphiphilic molecules capable of self-assembly into membranes. One possibility is lipidlike fatty acids and fatty alcohols, which are products of FTT simulations of prebiotic geochemistry [12] and are also present in carbonaceous meteorites. Furthermore, as will be discussed later, these compounds form reasonably stable lipid bilayer membranes by self-assembly from mixtures (Fig. 4a). 

What physical properties are required if a molecule is to become incorporated into a stable bilayer As discussed earlier, all bilayer-forming molecules are amphiphiles, with a hydrophilic head and a hydrophobic tail on the same molecule. If amphiphilic molecules were present in the mixture of organic compounds available on the early Earth, it is not difficult to imagine that their self-assembly into molecular aggregates was a common process. 

A micelle is a colloidal aggregate of amphiphilic molecules (50-100 molecules per micelle) which forms at a specific concentration termed the critical micelle concentration. As illustrated in Fig. 1, in polar media such as water, the hydrophobic part of the amphiphilic molecule tends to locate away from the polar phase while the polar groups of the molecule tend to locate in the water phase, forming the micelle aggregate. Micellar systems are able to solubilize both hydrophobic and hydrophilic compounds. 

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