The Fischer projection for D-glyceraldehyde (R stereochemistry) is: CHO нон CH2OH Which compound has the same stereochemistry? A) HO 7) Using the sug B) B) b) c) H HỌ CHO CH₂OH CHO HCH₂OH OH H DTC) OH+CH₂OH CHO (from 6), who OH D) HCHO CH₂OH
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- Consider the following compounds: CO,H СНО ОНС. ОНС CO,H H3C H. H H3C ОН ČO,H H. CH3 HỌ A B (a) Label the asymmetric carbons as R or S on each compound (A - C). (b) Which compounds, if any, are enantiomers? diastereomers? identical?19) Draw Fischer projections for the following molecules HO H C₂H5 H CI Cillim H J H "!!!!IOH Brill Br OHC COOH HO 20) Draw all possible stereoisomers for 2,3-dihydroxybutane and label any meso compounds.8. Identify the stereochemical relationship between the structural pairs shown below as (A) identical structures that are not meso; (B) identical structures that ARE meso; (C) structures that are enantiomers; or (D) structures that are diastereomers. a) b) H3C c) CH3 Br H. CH3 Br Br CH3 H. CI Holl H Cill Cl- CH3 Br H. CI CH3 HO. H. H3C Cl H3C- H- H. CH3 Cl a) b) c) 9. Identify the stereochemical relationship between the structural pairs shown below as (A) identical structures that are not meso; (B) identical structures that ARE meso; (C) structures that are enantiomers; or (D) structures that are diastereomers. a) b) c) CH2CH3 NH2 HO CH3 H3C. CH3 Cl HO H;C CH2CH3 F. F H;C. CI H H,N -CH3 CH3 NH2 H3C Br H2N C1 H3C CH3 CH3 H;CH,C- Cl F H. H Br CH,CH3 CH3 a) b) c)
- Of the four structures shown here in Fischer projections, indicate the relationships between (a) and (b), and between (c) and (d)? CHO CHO нтон нотн CH₂OH (a) CH₂OH (b) ÇO₂H H-OH -OH -он но- HO- CO₂H (c) II HO-H ÇO₂H of A. Both pairs are enantiomers O B. Both pairs are identical C. (a) and (b) are enantiomers, (c) and (d) are identical D. (a) and (b) are identical, (c) and (d) are enantiomers II CO₂H (d)tion 6 of 17 > The structures of four isomers of a ketopentose are shown. OH کر کو 3 E D C 80 OH H-C-H 0=C HOLC-H HOC CH H-C-H OH A Dc $ 4 D B D D A Which of the structures are diastereomers of A? R F A DOD F4 H-C-H V OH C=0 HICIOH Но..C.....H HOLC-H HOCH H-C-H OH Which of the structures are stereoisomers of C? % 5 B T G H-C-H Es C=0 B H-C-H OH 6 C FG Y H & 7 OH H-C-H N 0=C HOLC…H HICIOH H-C-H 99 U OH D J * 8 M Which of the structures are enantiomers of C? - Ов OD A DII FB ( - 0 9 K DD FO H O < ) -O L command J F10 P A. : c F11 { [ option + ? 11 I 1 Attempt 5 F12 } 1 deleteH3C CI C=C H2N I O (R)-enantiomer O (Z) isomer O (S)-enantiomer O (E) isomer O meso compound
- 10- Two structures of glucose are shown below. CH₂OH HO HO OH LHa OH a-D-glucose HO,,. HO f) Draw the mirror image of a-D-glucose. d) How many possible stereoisomers? e) What is the relationship between a-D-glucose and B-D-glucose? CH₂OH OH OH Ha B-D-glucose Enantiomers/ diastereomers / conformers / constitutional / isomers1) Identify the stereochemical relationship between the following molecules (enantiomers, diastereomers, same molecule, meso compound) CH3 OH a) and relationship CH2CH3 Br b) and (R)-2-bromobutane relationship HIH DOH H3C CH3 OH c) and relationshipTwo 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
- 5. Given the following structure: (a) Draw all the stereoisomers; CH2 OH (b) Identify all of the enantiomeric and diastereomeric pairs; (c) Assign R or S configuration at each asymmetric carbon for each structure. Justify your assignments for the original structure (above).What is the stereochemical relations ship between molecules A and B shown below? он C2H5 H. H. ČH3 F A A) They are identical OH B) They are enantiomers C) They are constitutional isomers D) They are diastereomers F5) Which of the following compounds have an asymmetric center? A) H3C CH3 H B) -CI CH;CH; C) D) E) H- -CH(CH3)2 CH;CH; CH;