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Fructose (/ ˈ f r ʌ k t oʊ s,-oʊ z /), or fruit sugar, is a ketonic simple sugar found in many plants, where it is often bonded to glucose to form the disaccharide sucrose.It is one of the three dietary monosaccharides, along with glucose and galactose, that are absorbed by the gut directly into the blood of the portal vein during digestion.
Wavy single bonds represent unknown or unspecified stereochemistry or a mixture of isomers. For example, the adjacent diagram shows the fructose molecule with a wavy bond to the HOCH 2 - group at the left. In this case the two possible ring structures are in chemical equilibrium with each other and also with the open-chain structure.
Therefore, the molecular structure of a simple monosaccharide can be written as H(CHOH) n (C=O)(CHOH) m H, where n + 1 + m = x; so that its elemental formula is C x H 2x O x. By convention, the carbon atoms are numbered from 1 to x along the backbone, starting from the end that is closest to the C=O group. Monosaccharides are the simplest units ...
The carbons of the chain are conventionally numbered from 1 to n, starting from the end which is closest to the carbonyl. If the carbonyl is at the very beginning of the chain (carbon 1), the monosaccharide is said to be an aldose, otherwise it is a ketose. These names can be combined with the chain length prefix, as in aldohexose or ...
In 1897, an unfermentable product obtained by treatment of fructose with bases, in particular lead(II) hydroxide, was given the name glutose, a portmanteau of glucose and fructose, and was claimed to be a 3-ketohexose. [12] [13] However, subsequent studies showed that the substance was a mixture of various other compounds. [13] [14]
Sugars with ketone groups in their open chain form are capable of isomerizing via a series of tautomeric shifts to produce an aldehyde group in solution. Therefore, ketones like fructose are considered reducing sugars but it is the isomer containing an aldehyde group which is reducing since ketones cannot be oxidized without decomposition of ...
The chair conformation of six-membered rings have a dihedral angle of 60° between adjacent substituents thus usually making it the most stable conformer. Since there are two possible chair conformation steric and stereoelectronic effects such as the anomeric effect, 1,3-diaxial interactions, dipoles and intramolecular hydrogen bonding must be taken into consideration when looking at relative ...
In the case of branched oligosaccharides, meaning that the structure contains at least one monosaccharide residue linked to more than two other monosaccharide residues, terms designating the branches should be listed in square brackets, with the longest linear chain (the parent chain) written without square brackets. [3]