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Molecular and Structure Formula of Fructose

: Fructose is a reducing sugar classed as a monosaccharide, the most significant ketose sugar, and a hexose.

Introduction 

Fructose was discovered in 1847 by French scientist Augustin-Pierre Dubrunfaut, but German Nobel winner Emil Fischer undertook pioneering research thereon, and every single sugars known from 1884 to 1894. Fischer proved the link between glucose, fructose, and mannose, also because of the stereochemistry of these sugars, among other things.

Isomerism

D-Fructose has an equivalent configuration at its penultimate carbon as D-glyceraldehyde. Fructose is sweeter than glucose because of its stereoisomerism structure.

Structure formula of Fructose

Fructose, or levulose, is a levorotatory monosaccharide and an isomer of glucose (C6H12O6). The chemical composition of Fructose is (C6H12O6). Pure Fructose has a fruity Aroma and tastes like Cane sugar. Although Fructose may be a hexose (6 carbon sugar), it generally exists as a 5-membered hemiketal ring (a furanose). Because of this structure, Fructose is much more reactive than glucose. 

The first -OH points the other way from the second and third -OH.

Fructose comprises a 5-member ring and the formula (C6H12O6). Fructose is especially found within a 5-membered ring structure referred to as “furanose form.”  

Reactions

  • Fructose and fermentation 

Fructose could also be fermented anaerobically by yeast or bacteria. Sugar (sucrose, glucose, or Fructose, but not lactose) is converted to ethanol and CO2 by yeast enzymes. A number of the CO2 produced during fermentation will remain dissolved in water, where it’ll reach equilibrium with acid. Some fermented liquids, like champagne, get their carbonation from dissolved CO2 and acid.

  • Maillard reaction and fructose

Fructose undergoes the Maillard reaction with amino acids, a non-enzymatic browning process. Because Fructose occurs within the open-chain state to a bigger extent than glucose, the Maillard reaction starts faster with Fructose than with glucose. As a result, Fructose can affect food palatability and other nutritional impacts such as excessive browning, volume and softness loss during cake production, and therefore the formation of mutagenic chemicals.

  • Dehydration

Fructose readily dehydrates to offer hydroxymethylfurfural (“HMF,” C6H6O3), which may be processed into liquid dimethylfuran (C6H8O). This process, within the future, may become a part of a low-cost, carbon-neutral system to supply replacements for petrol and diesel from plants.

Fructose’s Applications

  • In the food industry, crystalline Fructose is employed to reinforce flavour.
  • It’s found in flavoured water, energy drinks, low-calorie foods, etc.
  • Fruit sugar is employed in producing sentimental, moist cookies, nutrition bars, and low-calorie foods, among other things.
  • Fructose may be a monosaccharide found in fruits, honey, and vegetables.
  • Fructose has been used as a sweetener in its pure form since the mid-1850s, and it provides benefits for a spread of individuals, including diabetics and people trying to reduce it.

Chemical Properties of Fructose

  • Fructose may be a polyhydroxy ketone with 6 carbons. 
  • The reason is the steadiness of its hemiketal and internal hydrogen-bonding, crystalline Fructose adopts a cyclic 6-membered structure referred to as -d-fructopyranose β-d-fructopyranose. In solution, Fructose exists as an equilibrium mixture of the tautomers β-d-fructopyranose, β-d-fructofuranose, α-d-fructofuranose, α-d-fructopyranose, and keto-d-fructose (the non-cyclic form).
  • Several factors, like solvent and temperature, influence the distribution of d-fructose tautomers in the solution. 
  • The distributions of d-fructopyranose and d-fructofuranose in water are determined to be around 70% fructopyranose and 22% fructofuranose.

Physical Properties of Fructose

Fructose is a crucial ketohexose formed from the hydrolysis of the disaccharide sucrose. The subsequent are the physical characteristics of Fructose:

  • Its molar mass is 180.156 g.mol-1.
  • It has a freezing point of 103 degrees Celsius.
  • It is the foremost water-soluble sugar.
  • It has a sweet flavour, Its relative sweetness reduces as the temperature rises.
  • At room temperature, it’s a white crystalline solid.
  • It is a sugar with no odour.
  • It’s sticky.
  • It possesses a high degree of hygroscopicity or the capacity to soak up moisture from the environment. Compared to other sugars, it absorbs moisture rapidly and releases it slowly.
  • It’s a good humectant, which suggests it keeps moisture out. It also can keep the moisture retained that has been absorbed.

Effects on health 

  • Fructose is absorbed by the GLUT-5 (fructose-only) transporter and, therefore, the GLUT2, where it competes with glucose and galactose. 
  • Excess Fructose is transported into the lower intestine by GLUT 5 deficiency, where it offers nutrition to the prevailing bacteria, which produces gas. 
  • Water retention within the gut is additionally an opportunity. Counting on the number of food consumed and other variables, these effects might include bloating, excessive gas, loose stools, and even diarrhoea. 

Conclusion

  • Fructose is understood as fruit sugar since it’s derived from fruits and vegetables within the diet, and honey may be a wonderful source also. 
  • It’s more hygroscopic and hangs onto water more strongly than other sugars. Fructose is more soluble and difficult to crystallise. This means that Fructose, instead of other sugars, is often utilised to reinforce the period of food.
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