8B-glucose-handout-feb9

8B-glucose-handout-feb9 - between the open (acyclic) form...

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O H HO H HO H H OH H OH OH 8B lecture, Feb 9 handout OH H H HO OH H OH H CH 2 OH O H Notice that there are several common, but different, ways to draw glucose: Fisher projection HO OH OH OH OH H O (historical representation) Line-angle perspective drawing (modern representation) open form cyclic form O OH HO OH HO OH Line-angle perspective drawing chair drawing HO OH OH OH OH H O O H HO H HO H H OH H OH OH this alcohol attacks the carbonyl to make the cyclized form HO H O O OH A structure with an alcohol and an aldehyde is in equilibrium between the open (acyclic) form and the closed (cyclic) form: Because a carbohydrate has an alcohol and an aldehyde, these molecules are also in equilibrium
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Unformatted text preview: between the open (acyclic) form and the closed (cyclic) form: 1 2 3 4 5 6 1 2 3 4 5 6 1 2 3 4 5 6 a six-membered ring forms 1 2 3 4 5 6 a six-membered ring forms the equilibrium favors the cyclic form, and 99% of gluose exists in this form Structure, Stability, and other Properties of Glucose: open form with a l d e h y d e cyclic form with h e m i-a c e t a l open form with a l d e h y d e cyclic form with h e m i-a c e t a l...
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This note was uploaded on 03/12/2009 for the course CHE 8B taught by Professor Lievens during the Winter '07 term at UC Davis.

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