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Glycosides, Synthesis, and Characterization

  • Chapter
Synthesis and Characterization of Glycosides

Abstract

Monosaccharides are generally defined as aldoses and ketoses connected to a poly hydroxylated skeleton. In an aqueous solution, the monosaccharides are subject to internal nucleophilic addition to form cyclic hemiacetal structures. When the addition occurs between -OH at C(4) or -OH at C(5) with the carbonyl group, a five-or a six-member ring is formed known as a furanose or a pyranose, respectively. It is also known that equilibrium exists between the open and the cyclic form, being displaced to the latter by more than 90%. Therefore, in aqueous solutions, it is more accurate to consider that most of the sugars are present as cyclic molecules and behave chemically as hemiacetals.

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(2007). Glycosides, Synthesis, and Characterization. In: Synthesis and Characterization of Glycosides. Springer, Boston, MA. https://doi.org/10.1007/978-0-387-70792-1_1

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