Water-solubilization

Esters can participate m hydrogen bonds with substances that contain hydroxyl groups (water alcohols carboxylic acids) This confers some measure of water solubil ity on low molecular weight esters methyl acetate for example dissolves m water to the extent of 33 g/100 mL Water solubility decreases as the carbon content of the ester increases Fats and oils the glycerol esters of long chain carboxylic acids are practically insoluble m water... 

SuIfona.tlon, The sulfonic acid group is used extensively in the dyes industry for its water-solubilizing properties, and for its ability to act as a good leaving group in nucleophilic substitutions. It is used almost exclusively for these purposes since it has only a minor effect on the color of a dye. 

The advantages of the methoxyethyl ester over some of the other water-solubilizing esters are that many of the amino acid esters are crystalline and thus easily purified, are cleaved with a number of readily available lipases, and are useful for the synthesis of A-linked glycopeptides. ... 

Emulsions containing a water-solubile herbicide salt and a herbicide soluble in an organic solvent are prepared by a mixture of water, dioctyl phthalate, and isophorone. In this case ethoxylated poly ary lphenol phosphate neutralized with triethanolamine and ethoxylated acid phosphoric acid esters is used as emulsifier [231],... 

Extraction of edible fungus Lentinus edodes with hot water, solubilization through treatment with aqueous urea. 

In some systems containing surfactant mixtures, a synergistic effect on the water solubilization capacity has been observed [50]. 

The small and positive values of enthalpy of solution of water in AOT-reversed micelles indicate that its energetic state is only slightly changed and that water solubilization (unfavorable from an enthalpic point of view) is driven mainly by a favorable change in entropy (the destructuration of the water at the interface and its dispersion as nanodroplets could be prominent contributions) [87],... 

The cobalt, nickel, and copper bis(2-ethylhexyl) phosphate surfactants dissolved in n-heptane lead to quasi-one-dimensional association microstructures, i.e., rodlike reversed micelles that increase in size via water solubilization [111],... 

The secondary solubilization of electrolytes, namely, their solubilization into water solubilized in the micelle, has been widely investigated [125-127]. 

Among the agricultural chemicals used for the cultivation of tobacco crops we find several amines, amides and carbamates. These include dimethyldodecylamine acetate (Penar), maleic hydra-zide-diethanolamine (MH-30), and carbaryl (Sevin) as a representative of the methyl urethanes (Figure 3 , 14), It is known that small quantities of these agents are found as residues in harvested tobacco (15). To date, only diethanolamine (DELA), the water-solubilizer for maleic hydrazide in MH-30, has been studied as a possible precursor for nitrosamines in tobacco and in tobacco smoke. In 1976, more than 1,400 metric tons of maleic hydrazide had been used on U.S. tobacco (16), most of which had been applied as the MH-30 formulation with diethanolamine (14,16). 

Specific carotenoid-protein complexes have been reported in plants and invertebrates (cyanobacteria, crustaceans, silkworms, etc.), while data on the existence of carotenoproteins in vertebrates are more limited. As alternatives for their water solubilization, carotenoids could use small cytosolic carrier vesicles." Carotenoids can also be present in very fine physical dispersions (or crystalline aggregates) in aqueous media of oranges, tomatoes, and carrots. Thus these physicochemical characteristics of carotenoids as well as those of other pigments are important issues for the understanding of their bioavailability. 

Garti, N., Aserin, A., and Fanun, M., Non-ionic sucrose esters microemulsions for food applications. Part 1. Water solubilization. Colloid Surface A, 164, 27, 2000. 

R. E. (2001) Reversible water-solubilization of single-walled carbon nanotubes by polymer wrapping. Chem, Phys, Lett, 342, 265-271. 

Near-critical water has been used as a medium for various C-C bond formation reactions including Friedel-Crafts alkylation and acylation (Eq. 7.12).30 In these reactions, near-critical water solubilizes the organics and acts as a source of both hydronium and hydroxide ions, thereby replacing the normally required hazardous solvents and catalysts that require subsequent neutralization and disposal. 

Sensitive dienol ether functionality in the diene carboxylate was shown to be compatible with the conditions of the aqueous Diels-Alder reaction (Eq. 12.26).84 The dienes in the Diels-Alder reactions can also bear other water-solubilizing groups such as the sodium salt of phosphoric acid and dienyl ammonium chloride (Eq. 12.27).85 The hydrophilic acid functionality can also be located at the dienophile.86... 

Figure 5 Phenytoin and water solubilizing functional groups. (From Ref 24.)...

H. Dodziuk, A. Ejchart, W. Anczewski, H. Ueda, E. Krinichnaya, G. Dolgonos, and W. Kutner, Water solubilization, determination of the number of different types of single-wall carbon nanotubes and their partial separation with respect to diameters by complexation with r/-cyclodextrin, Chem. Commun. (2003) 986-987. 

F. Pompeo and D. E. Resasco, Water solubilization of single-walled carbon nanotubes by functionalization with glucosamine, Nano Lett., 2 (2002) 369-373. 

Naturally occurring monoterpene alcohols were heated in water without prior deriva-tization with typical biological water-solubilizing groups such as phosphates or glyco-sidic units. Biomimetic reactions that normally would be acid-catalyzed, proceeded on the underivatized compounds in the absence of added acidulant. Cooling of the mixtures rendered the products insoluble, readily isolable and the aqueous phase did not require neutralization before workup. 

A water-solubilized texaphyrin based on gadolinium(III) (XCYTRIN ) is under current testing in a new Phase III clinical trial with the role to enhance the effects of radiation therapy for... 

Gel electrophoresis is widely used in the routine analysis and separation of many well-known biopolymers such as proteins or nucleic acids. Little has been reported concerning the use of this methodology for the analysis of synthetic polymers, undoubtedly since in many cases these polymers are not soluble in aqueous solution - a medium normally used for electrophoresis. Even for those water-soluble synthetic polymers, the broad molecular weight dispersities usually associated with traditional polymers generally preclude the use of electrophoretic methods. Dendrimers, however, especially those constructed using semi-controlled or controlled structure synthesis (Chapters 8 and 9), possess narrow molecular weight distribution and those that are sufficiently water solubile, usually are ideal analytes for electrophoretic methods. More specifically, poly(amidoamine) (PAMAM) and related dendrimers have been proven amendable to gel electrophoresis, as will be discussed in this chapter. 

Electrophoresis is normally run in aqueous media, hence the analytes must be soluble in water. Presently only three types of water-soluble dendrimers have been successfully analyzed using gel electrophoresis techniques. The list includes Starburst PAMAM dendrimers [21], nucleic acid dendrimers [21] and poly(lysine) dendrimers [23, 24] (see Figures 10.2, 10.4 and 10.6). However, in each case appropriate water solubilizing terminal groups are required (i.e. -NH2, -OH or C02H groups) for suitable electrophoretic analysis. 

Hydrogenation reactions in water have been extensively studied and many of the water-solubilizing ligands described in Chapter 5 have been tested in aqueous-organic biphasic hydrogenation reactions. One of the earliest catalysts used was the water-soluble analogue of Wilkinson s catalyst, RhCl(tppms)3 (tppms = monosulfonated triphenylphosphine), but many other catalysts have since been used including [Rh(cod)(tppts)2]+, [Rh(cod)2]+ and [Rh(acac)(CO)2]+ (cod = cyclooctadiene). 

Fig. 10.11 Carbon nanotubes have an absorption peak between 1,000 and 1,500 nm as defined by line (a) in this figure. A decrease in absorption is seen in lines (b) and (c) due to wrapping of polysaccharides around the tubes for water solubilization (Reprinted from Casey et al., 2005. With permission from Elsevier)...

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