10. Provide a Fischer projection for the sugar shown below. At which position(s) is the stereochemical configuration opposite to that of ribose? The structure of ribose is provided for reference. HO H H HO CHO OH H- OH H- OH ОНА H-OH H H- CH2OH D-ribose
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- a) Which of the following monosaccharides will react with Tollens' reagent? Circle all that apply. СООН CH2OH CH2OH OCH3 но- H- O: OH но H- но—н OH ČH2OH ČH2OH ÓH II III IV V b) Which of the following carbohydrates is sucrose? OH OH OH но OH HO, O. OH "OH HO OH Он HO OH II I HO, HO. Он HO, HO. HO, OH Но Он но. OH HO,, HO, OH HOl HO OH но он III Он HO IV HO ноI) Draw a proper Fischer projection for the following molecule. Assign each stereogenic carbon as either (R) or (S) and determine if the molecule is either a (D) or (L)-sugar, is this aldose or ketose? ОН он он ОНDraw the isomers for each aldotetrose and ketopentose in the figure below and designate each isomer as a D or L sugar and designate also the R and S in every chiral centers. Label the enantiomers and diastereomers respectively. CH,OH C=0 Н—С—ОН Н-С—ОН Н—С—ОН H-C-OH ČH,OH ČH,OH
- The Fischer projection for D-idose is shown. Provide the Haworth projection and chair conformations, for the a-anomer. CHO HO H HO H H OH H OH CH₂OHm) Which pyranose ring (A, B, C, or D) in the tetrasaccharide below is derived from D-altrose? The Fischer projections for the four aldohexoses that make up this tetrasaccharide are shown below. B C D HOH CHO CHO CHO CHO HO+H HTOH Fонно н HOH HOH H-OH H-OH H-+-OH H-TOHHOH HOH H+OH HOHнтон нон CHOH CHOH CHOH CHOH De D-glue Dalose Datrone i NH Į HOH STEP 1 OH, HO- answer 1. Just add arrows and charges for steps 1, 2, and 3 in formation of this enamine з no arrows needed here OH н Н ЮН -OH STEP 3 :ÖH н H STEP 2 на это про за почTwo sugars differing in configuration at a single asymmetric carbon atom are known as epimers. D-mannose is a C-2 epimer of glucose (Structure I), while D-galactose is a C-4 epimer of glucose. Structure Il and IIl are H- -OH но- -H H OH HO H но- H HO H H -OH H- -OH HO OH H -OH H- -OH H OH HO. HO, OH II II Which of the following represents an aldopentose? OH H O HO O HO H но н HO H но- HO H HO H HO- H OH H OH H OH H OH OH HO Он of но" HO O OH он III IV These are chemical messengers that are secreted by endocrine glands and carried through the bloodstream to target tissues. prostaglandin deoxysugar glycoside hormones Which of the following is NOT correctly paired? cellulose: beta-1,4-glycosidic linkage amylose: alpha-1,4-glycosidic linkage chitosan: alpha-1,4-glycosidic linkage cellubiose: beta-1,4-glycosidic linkage
- 1. Which of the following is not true to the monosaccharide below? H. ОН но- -H- но ОН ĆH2OH O It is the Fischer Projection of D-glucose. It is an aldohexose having 4 chiral centers and 24 stereoisomers. It is has a D-glucose because OH- group bonded to the highest numbered chiral C is pointing to the right. It is a polyhydroxy ketone having 8 enantiomeric pair.8. Which of the following monosaccharides will react with Tollens' reagent? Circle all that apply. COOH CH,OH CH2OH HỌ OCH3 HO HO-H OH H. OH CH2OH CH2OH OH II II IV V 9. Which of the following carbohydrates is sucrose? OH OH HO но OH OH HO HO HỌ ÓH ÓH HOl HO OH II OH CHO OH HO/. HO. OH но OH HO. OH HO, HO, OH HO HO. HO!" HO OH HO. III OH HO IV HO НоC. Trehalose and maltose are both dimers of glucose. However, they have considereably different reactivities. Concisely explain why these differences are observed. HO НО НО HO Но HO OH Он HO OHOH Но trehalose maltose 1. Malthose is a reducing sugar while trehalose is not. 2. Trehalose is very resistant to acid hydrolysis while maltose can be acid-hydrolyzed with ease.
- The most stable conformation of the pyranose ring of most D-aldohexoses places the largest group, CH2OH, in the equatorial position. An exception to this is the aldohexose D-idose. Draw the two possible chair conformations of either the a or B anomer of D-idose. Explain why the more stable conformation has the CH2OH group in the axial position.Classify 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: OHIgnoring chirality, draw the Haworth structure of allose. The open-chain Fischer projection for the monosaccharide is given here. Include only the hydrogen atoms attached to the oxygen atoms in the OH groups when drawing the cyclic form.