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- Lithocholic acid is an A–B cis steroid found in human bile. Draw lithocholic acid showing chair conformations, as in Figure 27-11, and tell whether the hydroxyl group at C3 is axial or equatorial.H- CO₂H CH3 F Select the appropriate stereochemical designation based on the Fischer projection shown above.Draw the pyranose α-anomer chair conformation from the Fischer projection shown below. H C O H- -OH H- -OH HO -H HO -H CH₂OH a Drawing
- 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 linkagetion 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 deleteWhich shows the chair conformation of B-D-glucopyranose (Fisher projection shown below)? CHO H-OH HO-H H- -ОН H- -ОН ČH2OH OH OH HO ÓH OH OH OH Но- OH Он HỌ HO- HO он Но OH OH
- Draw the stereoisomers of the following molecules in flying wedge representation and Fischer projection. HO OH H2N HO A ВLabel each C-C double bond in Kavain, a naturally occurring relaxant, as E or Z. II Kavain O I = Z and || = Z O I = E and I| = E OI = Z and I| = E O1=E and II = ZFor the substituted cyclohexane compound shown, identify the atoms that will interact with the methyl group in a 1,3-diaxial fashion after rotation to the other chair conformation. BF Br E C HI A CI HF H3C- -HG HOJ HK CI H These atoms will interact with methyl in a 1,3-diaxial interaction. O D C O K MacBook Pro -FD
- . Draw the most stable chair conformation of D-mannose (The Fischer Projection is provided below, anomeric effect dominate in this case). CHO -H clyclization -H -OH -OH CH₂OH the most stable chair comformation HO HO H I I2. How is each compound related to the simple sugar D-erythrose? Is it an enantiomer, diastereomer or identical? ОНС HO HOH C НО НОН С A с он E ОНС. CH₂OH OH CHO ОН CHO OH он OH D-erythrose CH₂OH ОНС НО HOH2C HO HOH C B D OH CH2OH ОН F CHO ОН CHO он3. 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 3