Fructose solubility

During the course of reaction, the formation of monoester, owing to its hydrophilicity and surfactant activity, leads to a huge increase in fructose solubility hence, the need for solvent is diminished. In addition, the presence of tert-butanol deters the evaporation of the other esterification product, water. ... 

D-fructose, C HijOo. Crystallizes in large needles m.p. 102-104 C. The most eommon ketose sugar. Combined with glucose it occurs as sucrose and rafftnose mixed with glucose it is present in fruit juices, honey and other products inulin and levan are built of fructose residues only. In natural products it is always in the furanose form, but it crystallizes in the pyranose form. It is very soluble in... 

Action of sodium hydroxide. Boil about 0 2 g. of glucose with 5 of 10% NaOH solution the mixture turns yellow, then brown, and emits the odour of caramel. Fructose, maltose, lactose and soluble starch behave similarly sucrose and ordinary starch do not give colorations. 

Some disaccharides serve as soluble energy sources for animals and plants, whereas others are important because they are intermediates in the decomposition of polysaccharides. A major energy source for humans is sucrose, which is common table sugar. Sucrose contains a-glucose linked to j6-fructose. About 80 million tons of sucrose are produced each year. Of that, 60% comes from sugar cane and 40% comes from sugar beets. Example treats a disaccharide that is an energy source for insects. 

The fructose-specific PTS in R. sphaeroides is simpler than the one in E. coli or S. typhimurium in that it consists of only two proteins. Besides the fructose specific ll , a class II enzyme, there is only one cytoplasmic component called soluble factor (SF) [48]. We now know that SF consists of IIl , HPr and E-I covalently linked [109]. 11 and SF form a membrane-bound complex whose association-dissociation dynamics is much slower than the turnover of the system. Therefore, the complex is the actual catalytic unit in the overall reaction and P-enolpyruvate is the direct phosphoryl group donor [102],... 

Fig. 10. Mechanisms of steady-slqte kinetics of sugar phosphorylation catalyzed by E-IIs in a non-compartmentalized system. (A) The R. sphaeroides 11 model. The model is based on the kinetic data discussed in the text. Only one kinetic route leads to phosphorylation of fructose. (B) The E. coli ll " model. The model in Fig. 8 was translated into a kinetic scheme that would describe mannitol phosphorylation catalyzed by Il solubilized in detergent. Two kinetic routes lead to phosphorylation of mannitol. Mannitol can bind either to state EPcy, or EPpe,. E represents the complex of SF (soluble factor) and 11 and II in A and B, respectively. EP represents the phosphorylated states of the E-IIs. Subscripts cyt and per denote the orientation of the sugar binding site to the cytoplasm and periplasm, respectively. PEP, phosphoenolpyruvate.

In 1886, Brown11 discovered an organism which formed extremely tough membranes when cultivated m suitable nutrient solutions containing carbohydrates such as D-fructose, D-mannitol or D-glucose ethanol, sucrose or starch did not support membrane formation by this organism which Brown called Bacterium xylinum ) (Acetobacter xylinum). The membranes were readily soluble in cuprammonium hydroxide solution and yielded a dextrorotatory sugar upon acid hydrolysis. These properties and the results of combustion analysis led him to believe that the membrane was cellulose. 

Fructose is a very soluble and hence very hygroscopic product. It is usually used as a syrup. For many years fructose was referred to as the uncrystallisable sugar. Attempts to crystallise it by normal methods do not work. Fructose in a form that is described as crystalline is now available commercially. The product could well be produced by spray drying. 

The reaction was first conducted with success on sucrose [82], The degree of substitution (DS) obtained was controlled by the reaction time. Thus, under standard conditions (0.05% Pd(OAc)2/TPPTS, NaOH (1 M)/iPrOH (5/1), 50 °C) the DS was 0.5 and 5 after 14 and 64 h reaction time, respectively. The octadienyl chains were hydrogenated quantitatively in the presence of 0.8-wt.% [RhCl(TPPTS)3] catalyst in a HjO-EtOH (50/10) mixture, yielding a very good biodegradable surfactant (surface tension of 25 mN m-1 at 0.005% concentration in water) [84]. Telomerization reaction was also conducted with success on other soluble carbohydrates such as fructose, maltose, sorbitol and /i-cyclodextrin. 

Polymers of D-fructose are important carbohydrate reserves in a number of plants. Inulins and levans are two major types that differ in structure. D-Fructans require only relatively mild conditions for their hydrolysis, for example, levan was qualitatively hydrolyzed by hot, dilute, aqueous oxalic acid. Permethylated fructans could be hydrolyzed with 2 M CF3CO2H for 30 min at 60°. Fructan oligosaccharides were hydrolyzed in dilute sulfuric acid (pH 2) at 70 (see Ref. 53) or 95° (0.1 M). D-Fructans from timothy haplocorm (where they comprise 63% of the water-soluble carbohydrates) could be hydrolyzed with 0.01 M hydrochloric acid at 98°. 

As one would expect for molecules having several hydroxyl groups, monosaccharides are quite hydrophilic and have high solubilities in water. Concentrated solutions of simple sugars in water are known as syrups. As noted earlier, honey is basically a thick, flavored syrup of fructose. 

Two methods are employed industrially to produce crystalline fructose, aqueous crystallization and alcoholic crystallization. Yields of fructose crystallized from water syrups are only of the order of 50%, due to the very high water solubility of the sugar, while the high viscosity of the concentrated solution results in long crystallization times, typically 50 hours or more (2). The second process requires the addition of lower alcohols (eg. ethanol) to a concentrated fructose syrup, generally 90% total solids or more, at temperatures of 50 C to 80""c and then cooling to cause crystallization. Fructose yields are from 70 to 80% and the total time involved is 8 to 12 hours (3). However, large quantities of... 

Properties of EthanolIc Fructose Solutions. Published information on the properties of aqueous ethanolic fructose solution is very limited. As a result, solubility data from 25 to 60 °C was measured (Figure 1) and will be published separately. The equilibrium fructose/water mass ratio for zero alcohol, ranges from over 4 at 25 C to over 8 at 60 C (7,8). It can be seen that reasonable yields will only result with high alcohol additions (E/W at least 2). This is the range used in this study. Aqueous ethanolic solutions have a wide range of viscosities. These were measured at operating conditions using a Rheomat concentric cylinder viscometer. 

Figure 1. Solubility of fructose in aqueous alcoholic solutions, 25-60 C.

Later, Yoshida et al. reported the dehydration of fructose to HMF in a batch-type reactor under subcritical water (sub-CW) and with different zirconium phosphate solid acid catalysts at 240°C (Scheme 7) [77]. Over amorphous zirconium phosphate, 80% of fructose was converted after 120 s affording HMF with a selectivity of 61%. Interestingly, no side product stemming from the rehydration of HMF was detected in this case. However, soluble polymers and furaldehyde were detected as side products. Remarkably, zirconium phosphate solid catalysts were stable under subcritical water conditions and were reused without any loss of their activity. 

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