Fucose, one of several monosaccharides found in the surface polysaccharides of animal cell membranes, is synthesized biochemically from mannose in the following eight steps. СНО -H- CH,OH CH,OH H,C H Но- H. Но- -H- ОН НО, CH3 ОН НО ОН НО НО ОН НО You H H HO- ČH,OH Mannose СНО H H H Но H- H CH, Но H НО OH CH3 Но VÓH HO H НО H- HO- НО НО H Но- H ČH3 Fucose
Fucose, one of several monosaccharides found in the surface polysaccharides of animal cell membranes, is synthesized biochemically from mannose in the following eight steps. СНО -H- CH,OH CH,OH H,C H Но- H. Но- -H- ОН НО, CH3 ОН НО ОН НО НО ОН НО You H H HO- ČH,OH Mannose СНО H H H Но H- H CH, Но H НО OH CH3 Но VÓH HO H НО H- HO- НО НО H Но- H ČH3 Fucose
Chapter25: Biomolecules: Carbohydrates
Section25.6: Reactions Of Monosaccharides
Problem 17P
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Question
Steps 5 and 6 combined are best described as which of the following?
1. A reduction followed by reoxidation at C3
2. Two keto-enol tautomerizations that lead to
stereochemical inversion at C3
3. An elimination followed by addition that leads to stereochemical retention at C4
4. Dehydration followed by hydration that leads to stereochemical retention at C4
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