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These specific monosaccharide names have conventional three-letter abbreviations, like "Glu" for glucose and "Thr" for threose. Generally, a monosaccharide with n asymmetrical carbons has 2 n stereoisomers. The number of open chain stereoisomers for an aldose monosaccharide is larger by one than that of a ketose monosaccharide of the same length.
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.
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]
Lactose, maltose, and sucrose are all compound sugars, disaccharides, with the general formula C 12 H 22 O 11. They are formed by the combination of two monosaccharide molecules with the exclusion of a molecule of water. [72] Lactose is the naturally occurring sugar found in milk. A molecule of lactose is formed by the combination of a molecule ...
Carbohydrate synthesis is a sub-field of organic chemistry concerned with generating complex carbohydrate structures from simple units (monosaccharides). The generation of carbohydrate structures usually involves linking monosaccharides or oligosaccharides through glycosidic bonds, a process called glycosylation. Therefore, it is important to ...
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.
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.