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- 2. Provide a general name for the sugars and say whether they are D or L sugars. Draw the mirror image of each isomer. Fischer projection CH₂OH C=O HO -H H- OH H- -ОН CH₂OH Classification: Other isomer Fischer projection CHO HOH H- -OH H-OH HOH CH₂OH Classification: Classification: Other isomer Classification:TomnaLS Page < 3 7. For each disaccharide, indicate whether the glycosidic linkage is a or ß. CH,OH CH,OH OH но OH OH ОН ОН CH2OH OH но OH CH 2 HO O OH OH OH Identify each Fischer projection as the D- or L-isomer.a 3. Label each pair of the of molecules as enantiomers, diastereomers, or identical. CI CI H3C Br c H₂C OH H CH3 "H CH₂CH3 НО. H3C H3CH₂C CH3 H Br CH₂ H d HN H -CH3 NH₂ CH3 HN H- NH₂ -H CH3 CH3
- 1. Below is the Fischer projection of a molecule. Is this the (R) or (S) enantiomer? 2. If you swap the positions of the H and the Cl, does this represent the same enantiomer or the opposite one? 3. Having swapped the positions of the H and CI, if you then swap the Cl and methyl group, what happens to the stereochemistry of the chiral center? CH3 H- CI CH,CH3Study Guide Questions Q7. Identify each Fischer projection as the D- or L-isomer H H - OH H-OH H-OH H-OH CH2OH HO- H HO CH₂OH C=0 - H OH -H CH₂OHa) Which of the following monosaccharides will react with Tollens' reagent? Circle all that аpply. СООН CH2OH CH2OH OCH3 но- H- ОН HO FH OH CH2OH CH2OH OH II III IV V b) Decide whether the disaccharide shown below is a reducing or non-reducing sugar CH2OH но Но- ОН CH2 но Но OH OH 우 오
- The Fischer Projection of Talose is shown below. Draw its methyl glycoside in its lowest energy chair conformation CHO но но H. но HO. ČH,OHWhich Fischer projection corresponds to D-glucose? CHO CHO H- -OH но- -H HO H. H- H- -ОН Но H- -ОН но- ČH2OH ČH2OH CH2OH CHO но Но Но H- HO- H- HO- H- -ОН H- OH ČH2OH ČH2OHClassify the structures as being either an enantiomer, diastereomer or diastereomer/epimer of D-glucose. Structure A: CH H- -OH Structure B: но- H- H- OH Structure C: H- он H- -H D-Glucose: OH || CH CH CH он H- он но -H H- он но он но но- H- но H- OH OH но -- H- -H H -Ç-H Structure A: OH Structure B: OH Structure C: OH
- Draw Haworth projection formulas for the a-anomer of monosaccharides with each of the following Fischer projection formulas. a. CHO HOH H- HO- H -ОН -Η OH CH₂OH b. CHO H -OH H -ОН HO H CH₂OHPart D. Do the two structures A and B of each pair drawn below represent the same molecule, constitutional isomers, or stereoisomers? If A and B are stereoisomers, further classify them as enantiomers or diastereomers. H3C Structure A H3C HO H3C H3C Br T H H3C H HO H3CC H C Br HC H H H H CH₂Br CH₂CH3 H CH₂CH3 CH₂OH OH H HO G G H HO H HO G CH3 CH3 CH3 Br Hallo H H3C H Structure B H3C CH3 Br WING H Br HOCH₂ CH3 CH3 HO H CH₂OH H CH₂CH3 H CH₂CH3 H H H H H H Gim CH3 H OH "H ·GII. CH3 HO. OH OH CH3 CH3 OH Relationship of A and BThe Fischer projection for linear D-glucose is shown. Fill in the missing H's and OH's for the wedge and dash projections. Then convert to a Haworth projection for both a-D-glucose and B-D-glucose in linear form. Next, convert to the cyclic form and finally to a chair conformation for both pyranoses. Haworth projection pyranose (chair) CHO H- HO- H -OH -H -OH H-OH CH₂OH = 4 3 4 5 6 3 a-D-glucose rotate 90° clockwise OH H ba 1 6 4 5 B-D-glucose 5 4 3 3 -OH O 1 H