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Nucleosides
The addition of a pentose sugar to a base through an N-glycosidic bond produces a nucleoside. If the sugar is ribose, a ribonucleoside is produced, and if the sugar is 2-deoxyribose, a deoxyribonucleoside is produced (Fig. 1A). The ribonucleosides of A, G, C, and U are named adenosine, guanosine, cytidine, and uridine, respectively. The deoxyribonucleosides of A, G, C, and T have the added prefix deoxy- (for example, deoxyadenosine). [Note: The compound deoxythymidine is often simply called thymidine, with the deoxy- prefix being understood, because it is incorporated into DNA only.] The carbon and nitrogen atoms in the rings of the base and the sugar are numbered separately (see Fig. 1B).
[Note: Carbons in the pentose are numbered 1′ to 5′. Thus, when the 5′-carbon of a nucleoside (or nucleotide) is referred to, a carbon atom in the pentose, rather than an atom in the base, is being specified.]
Figure 1: A. Pentoses found in nucleic acids. B. Examples of the numbering systems for purine- and pyrimidine-containing nucleosides.
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