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Monosaccharides are the simplest units of carbohydrates and the simplest form of sugar. If the carbonyl is at position 1 (that is, n or m is zero), the molecule begins with a formyl group H(C=O)− and is technically an aldehyde. In that case, the compound is termed an aldose.
The table shows all aldoses with 3 to 6 carbon atoms, and a few ketoses. For chiral molecules, only the ' D-' form (with the next-to-last hydroxyl on the right side) is shown; the corresponding forms have mirror-image structures. Some of these monosaccharides are only synthetically prepared in the laboratory and not found in nature.
Osazone formation was developed by Emil Fischer, [3] who used the reaction as a test to identify monosaccharides. The formation of a pair of hydrazone functionalities involves both oxidation and condensation reactions. [4] Since the reaction requires a free carbonyl group, only "reducing sugars" participate.
Compound sugars, also called disaccharides or double sugars, are molecules made of two bonded monosaccharides; common examples are sucrose (glucose + fructose), lactose (glucose + galactose), and maltose (two molecules of glucose). White sugar is a refined form of sucrose. In the body, compound sugars are hydrolysed into simple sugars.
Fischer projection of D-glyceraldehyde. Like most carbohydrates, simple aldoses have the general chemical formula C n (H 2 O) n.Because formaldehyde (n=1) and glycolaldehyde (n=2) are not generally considered to be carbohydrates, [1] the simplest possible aldose is the triose glyceraldehyde, which only contains three carbon atoms.
An oligosaccharide has both a reducing and a non-reducing end. The reducing end of an oligosaccharide is the monosaccharide residue with hemiacetal functionality, thereby capable of reducing the Tollens’ reagent, while the non-reducing end is the monosaccharide residue in acetal form, thus incapable of reducing the Tollens’ reagent. [2]
The conventional numbering of the carbons in the closed form is the same as in the open-chain form. If the sugar is an aldohexose, with the carbonyl in position 1, the reaction may involve the hydroxyl on carbon 4 or carbon 5, creating a hemiacetal with five- or six-membered ring, respectively.
Thus the structure of the linear form is H–(CHOH) x –C(=O)–(CHOH) 4-x –H, where x is 0, 1, or 2. The term "pentose" sometimes is assumed to include deoxypentoses, such as deoxyribose: compounds with general formula C 5 H 10 O 5-y that can be described as derived from pentoses by replacement of one or more hydroxyl groups with hydrogen ...