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Which of the following is the cyclic form of an L saccharide? 1) II) CH2OH OH H CH2OH H H H OH H ÓH он ÓH OH H OH III) IV) H OH OH CH2OH CH2OH CH.OH

Which of the following is the cyclic form of an L saccharide? 1) II) CH2OH OH H CH2OH H H H OH H ÓH он ÓH OH H OH III) IV) H OH OH CH2OH CH2OH CH.OH

Biochemistry
Biochemistry
9th Edition
ISBN:9781319114671
Author:Lubert Stryer, Jeremy M. Berg, John L. Tymoczko, Gregory J. Gatto Jr.
Publisher:Lubert Stryer, Jeremy M. Berg, John L. Tymoczko, Gregory J. Gatto Jr.
Chapter1: Biochemistry: An Evolving Science
Section: Chapter Questions
Problem 1P
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**Title: Identifying the Cyclic Form of an L-Saccharide** **Question:** Which of the following is the cyclic form of an L saccharide? **Diagram Explanation:** The image presents four molecular structures labeled I, II, III, and IV. Each structure depicts a cyclic arrangement of atoms typical of carbohydrates, specifically focusing on potential L saccharide forms. **Structure Descriptions:** - **Structure I:** - Features a six-membered ring with oxygen at the top right. - The hydroxyl group (OH) at the first carbon (from the top) is on the left side. - The CH₂OH group is attached to the top left of the ring. - **Structure II:** - Also a six-membered ring with oxygen at the top right. - The initial hydroxyl group (OH) on the first carbon is on the right side. - CH₂OH is linked to the top left of the structure. - **Structure III:** - Contains a six-membered ring with oxygen at the top. - The CH₂OH group is positioned downward on the left side. - The hydroxyl group at the first carbon is on the left. - **Structure IV:** - Presents a six-membered ring with oxygen at the top right. - This structure has a CH₂OH group on both the top right and left. - The initial hydroxyl group (OH) on the first carbon is on the right side. **Analysis:** In cyclic sugars, the position of hydroxyl groups helps to determine whether the saccharide is in the D or L configuration. In the L configuration, the furthest asymmetric carbon from the aldehyde or ketone will have its hydroxyl group (OH) on the left in a Fischer projection. This configuration can be visualized in cyclic form by the spatial positioning of the OH groups. Identify the structure that corresponds to the L-saccharide by analyzing the positions of these groups, specifically focusing on the last stereocenter (furthest from the ketone or aldehyde group) relative to their cyclic presentation.
Transcribed Image Text:**Title: Identifying the Cyclic Form of an L-Saccharide** **Question:** Which of the following is the cyclic form of an L saccharide? **Diagram Explanation:** The image presents four molecular structures labeled I, II, III, and IV. Each structure depicts a cyclic arrangement of atoms typical of carbohydrates, specifically focusing on potential L saccharide forms. **Structure Descriptions:** - **Structure I:** - Features a six-membered ring with oxygen at the top right. - The hydroxyl group (OH) at the first carbon (from the top) is on the left side. - The CH₂OH group is attached to the top left of the ring. - **Structure II:** - Also a six-membered ring with oxygen at the top right. - The initial hydroxyl group (OH) on the first carbon is on the right side. - CH₂OH is linked to the top left of the structure. - **Structure III:** - Contains a six-membered ring with oxygen at the top. - The CH₂OH group is positioned downward on the left side. - The hydroxyl group at the first carbon is on the left. - **Structure IV:** - Presents a six-membered ring with oxygen at the top right. - This structure has a CH₂OH group on both the top right and left. - The initial hydroxyl group (OH) on the first carbon is on the right side. **Analysis:** In cyclic sugars, the position of hydroxyl groups helps to determine whether the saccharide is in the D or L configuration. In the L configuration, the furthest asymmetric carbon from the aldehyde or ketone will have its hydroxyl group (OH) on the left in a Fischer projection. This configuration can be visualized in cyclic form by the spatial positioning of the OH groups. Identify the structure that corresponds to the L-saccharide by analyzing the positions of these groups, specifically focusing on the last stereocenter (furthest from the ketone or aldehyde group) relative to their cyclic presentation.
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