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- + OCH3 DMSO Br H Br + CH;OH "CH¿CH2CH3find 5 sterocenters and draw a star by them ** me is methyl** Me- HO HO HN HO₂C HO,, H NH₂ H Me ZHH HO HO ܠܫ OH OH JIZ CI 3 OH HN- (² CI H" HO₂C H OH HNTH H O Me Me IZ H MeWhich disaccharide contains an a(1-4) glycosidic bond? CH2OH CH,OH CH2OH CH2OH OH OH OH OH OH OH ÓH ÓH
- H COOH OH (1) OH COOH HO H COOH H (2) OH COOH HOOC HO ● b) Which represent enantiomers? ● d) Which are diastereomers? COOH ● a) Which represent the same compound? (3) ● c) Which represent a meso compound? OH H H HO COOH OH COOHこCサっ cttz > HctQUESTION 4 Describe the relationship between the following two structures: HO НО, HO HO identical enantiomers diastereomers constitutional isomers
- Two 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 linkageN-NHPH CHO CH2OH H- C=N-NHPH Но- -H- 3 equiv Но- -H- 3 equiv Но- PHNHNH2 PHNHNH, H- H- OH H- -O- H- H- -HO- H- -HO- ČH2OH ČH2OH ČH2OH D-glucose osazone D-fructose + NH3 + PHNH2 + 2 H20 The final step in the formation of the osazone from glucose is the reaction of the keto imine with 2 equivalents of phenylhydrazine to yield the osazone plus ammonia. This reaction involves the following intermediate steps: 1. Addition of phenylhydrazine to the imine and proton transfer to yield intermediate 1; 2. Elimination of ammonia to yield phenylhydrazone 2; 3. Addition of phenylhydrazine to the ketone to yield tetrahedral intermediate 3; 4. Proton transfer yields carbinolamine 4; 5. Elimination of water yields the final product osazone. Write out the mechanism on a separate sh of paper and then draw the structure of tetrahedral intermediate 3. NH НО- -H H- -ОН H- -ОН ОН Glucose keto imine Previous Ne4. Are these two compounds: a) the same b) enantiomers OR c) diastereomers? HC- -OH Explain how you arrived at your answer. H HS — он SH H
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