III. Convert the ff. cyclic sugar structures in Fischer formula into their corresponding Haworth formula and chair conformers: H OH H-C-OH Н-С—ОН но-С Н -C-H ČH2OH
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- 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: OHF) HAWORTH PROJECTIONS AND CHAIR CONFORMATIONS A Haworth projection is a common way of illustrating cyclic structures with multiple substituents such as carbohydrates. They clearly outline the cis / trans relation ships of substituents. F1) Shown below are two forms of glucose. Build models. Draw the most stable chair conformation for each GH2OH он OH HỎ он OH OH a-glucose B-glucoseTwo 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
- The cyclic structure shown below corresponds to which of the four open structures? ОН OH ОН OH CH,OH CH,OH CH,OH CH,OH HC- он но H HC- OH но- 4 HC- OH H C-OH но но H- -OH H -OH H C-OH H- OH CH,OH D-Fructose CH,OH D-Sorbose CH,OH р-Тagatose 6 CH,OH D-PsicoseDraw the structure of b-D-galactose molecule using 4C1 chair conformation .The image shows Fischer projections for the structures of four isomers of a ketopentose. CH₂OH CH₂OH CH₂OH ПА пс C=O D HOEC H HOECH CH,OH A C=O H➡ COH но-с-н CH₂OH Which of the structures are stereoisomers of B? B Which of the structures are diastereomers of D? C=O HOI-C-H HOI-C-H CH₂OH с 000 ΤΑ B HO D CH₂OH O Which of the structures are enantiomers of C? H HI COH D CH₂OH
- 3. Draw the two B-pyranose chair conformations for this sugar and indicate which chair, if any, is expected to be the more stable conformation. O 11 C-H H-C-OH H-C-OH HO-C-H I HO-C-H CH 3Classifying Compounds as Stereoisomers or Different Conformations Classify each pair of compounds as stereoisomers or conformations: (a) X and Y; (b) X and Z.Draw the 4C1 chair conformation and 1C4 chair conformation of beta-D-mannose .
- 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.CH2OH Is this Dor L sorbose? C=0 Is this a ketose or an aldose? H-C-OH 1. Which carbon atoms will cause it to cyclize? но -С -Н Draw the boat conformation of no. 1. H-C-OH Draw the chair conformation of no. 1. CH2OH5. Consider the following pairs of structures. Identify the relationship between them (enantiomers, diastereomers, or identical compounds. HOH2C H OH H OH HO H Br H3C Н H H₂CH₂C CI Br H CHO CH3 I CH3 OH OHC Н H OH H OH Bell!! H3C, HO H Н.С H CH₂CH3 CH3 CI HỌ,H CH₂OH Br