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CHO CHO HO -H HO HO- -H several steps - HOH HOH CH2OH D-mannose CH3 L-fucose L-f

ID: 1044284 • Letter: C

Question

CHO CHO HO -H HO HO- -H several steps - HOH HOH CH2OH D-mannose CH3 L-fucose L-fucose is a deoxymonosaccharide commonly found in cell surface glycoproteins; it is synthesized biochemically from D-mannose in several steps, two of which are shown below. What type(s) of reactions are occuring in these steps (ignore the letters over the reaction arrows)? Choose the reaction from the list provided. CHO HOH CH3 H O hemiacetal formation oxidation dehydration reduction keto-enol tautomerization hemiacetal reversal OH ?? ? CH3 Step 1

Explanation / Answer

Step1. Hemiacetal reversal ( convert into alcohol and aldeyald).

Step 2. Hemiacetal formation