carbohydrates - D-aldotetroses (R) H CHO CHO (S)HO H OH (R)...

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CHO H OH CH 2 OH H OH The configurational atom of a carbohydrate is the stereocenter farthest from the aldehyde. (the highest numbered stereocenter) In D-sugars this stereocenter is R. In L-sugars this stereocenter is S. D-erythrose L-erythrose D-threose L-threose Configurational atom CHO HO H CH 2 OH H OH CHO HO H CH 2 OH HO H CHO H OH CH 2 OH HO H D-aldotetroses L-aldotetroses NOTE: D and L sugars with the same name are ENANTIOMERS D-erythrose is 2R, 3R and L- erythrose is 2S, 3S (R) (R) (S) (S) Aldohexoses D-glucose L-glucose D-idose L-idose CHO H OH HO H H OH H OH CH 2 OH CHO HO H H OH HO H HO H CH 2 OH CHO HO H H OH HO H H OH CH 2 OH CHO H OH HO H H OH HO H CH 2 OH enantiomers C3-epimers Epimers: diastereomers with one unique stereocenter (all stereocenters are the same except one) D-allose CHO H OH H OH H OH H OH CH 2 OH enantiomers ! -D-glucopyranose H OH HO H H OH H O CH 2 OH " -D-glucopyranose !# D-glucofuranose " -L-glucofuranose OH H H OH HO H H OH H O CH 2 OH H HO !
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This note was uploaded on 05/29/2010 for the course 215 chem 215 taught by Professor Lee during the Winter '10 term at University of Michigan.

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carbohydrates - D-aldotetroses (R) H CHO CHO (S)HO H OH (R)...

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