Organic Chemistry

Learn the toughest concepts covered in Organic Chemistry with step-by-step video tutorials and practice problems by world-class tutors.

24. Carbohydrates

Monosaccharides - N-Glycosides

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Monosaccharides have the ability to react at the –O position in several different ways. In acidic conditions, monosaccharides can substitute selectively at the anomeric position to produce glycosides.

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concept

General Reaction

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General Reaction:

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Creating Ribonucleosides

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Note: The Adenine and Guanine structures should be switched.:)

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Problem

Propose an acid-catalyzed mechanism by which cytosine can form a β-1 N-linkage with 2-deoxy-β-Dribofuranose to produce a deoxynucleoside (DNA) called deoxycytidine.