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3. Properties of Isomers (a) Consider the following illustration of a protein binding pocket and two enantiomers. Assuming the most stabilizing interaction is an ionic bond between the ammonium (NH3+) and the carboxylate (CO₂¯), circle the enantiomer that has higher affinity for (i.e., binds more strongly to) the protein? (b) .OH +H3N. HO HO enantiomer A enantiomer B hypothetical protein binding pocket = generic bulky group 1 ) Compounds A and B undergo a reaction with an acid chloride to give compounds C and D as shown below. Complete the table, indicating by writing "yes" or "no" whether SiO2 chromatography and chiral chromatography can be used to separate compounds A and B, and compounds B and D. H3CO CF3 .CI H3CO CF3 H3CO CF3 OH OH CH3 !!! CH 3 base, solvent CH3 A B Molecules A H3CO CF3 CH3 OH ..OH Separable by SiO2 chromatography (yes or no) Separable by chiral chromatography (yes or no) CH3 !!!!!CH 3 B H3CO CF3 Ο """CH3 C

3. Properties of Isomers (a) Consider the following illustration of a protein binding pocket and two enantiomers. Assuming the most stabilizing interaction is an ionic bond between the ammonium (NH3+) and the carboxylate (CO₂¯), circle the enantiomer that has higher affinity for (i.e., binds more strongly to) the protein? (b) .OH +H3N. HO HO enantiomer A enantiomer B hypothetical protein binding pocket = generic bulky group 1 ) Compounds A and B undergo a reaction with an acid chloride to give compounds C and D as shown below. Complete the table, indicating by writing "yes" or "no" whether SiO2 chromatography and chiral chromatography can be used to separate compounds A and B, and compounds B and D. H3CO CF3 .CI H3CO CF3 H3CO CF3 OH OH CH3 !!! CH 3 base, solvent CH3 A B Molecules A H3CO CF3 CH3 OH ..OH Separable by SiO2 chromatography (yes or no) Separable by chiral chromatography (yes or no) CH3 !!!!!CH 3 B H3CO CF3 Ο """CH3 C

Chemistry & Chemical Reactivity
Chemistry & Chemical Reactivity
10th Edition
ISBN:9781337399074
Author:John C. Kotz, Paul M. Treichel, John Townsend, David Treichel
Publisher:John C. Kotz, Paul M. Treichel, John Townsend, David Treichel
Chapter24: Biochemistry
Section: Chapter Questions
Problem 4PS
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3. Properties of Isomers (a) Consider the following illustration of a protein binding pocket and two enantiomers. Assuming the most stabilizing interaction is an ionic bond between the ammonium (NH3+) and the carboxylate (CO₂¯), circle the enantiomer that has higher affinity for (i.e., binds more strongly to) the protein? (b) .OH +H3N. HO HO enantiomer A enantiomer B hypothetical protein binding pocket = generic bulky group 1 ) Compounds A and B undergo a reaction with an acid chloride to give compounds C and D as shown below. Complete the table, indicating by writing "yes" or "no" whether SiO2 chromatography and chiral chromatography can be used to separate compounds A and B, and compounds B and D. H3CO CF3 .CI H3CO CF3 H3CO CF3 OH OH CH3 !!! CH 3 base, solvent CH3 A B Molecules A H3CO CF3 CH3 OH ..OH Separable by SiO2 chromatography (yes or no) Separable by chiral chromatography (yes or no) CH3 !!!!!CH 3 B H3CO CF3 Ο """CH3 C
Transcribed Image Text:3. Properties of Isomers (a) Consider the following illustration of a protein binding pocket and two enantiomers. Assuming the most stabilizing interaction is an ionic bond between the ammonium (NH3+) and the carboxylate (CO₂¯), circle the enantiomer that has higher affinity for (i.e., binds more strongly to) the protein? (b) .OH +H3N. HO HO enantiomer A enantiomer B hypothetical protein binding pocket = generic bulky group 1 ) Compounds A and B undergo a reaction with an acid chloride to give compounds C and D as shown below. Complete the table, indicating by writing "yes" or "no" whether SiO2 chromatography and chiral chromatography can be used to separate compounds A and B, and compounds B and D. H3CO CF3 .CI H3CO CF3 H3CO CF3 OH OH CH3 !!! CH 3 base, solvent CH3 A B Molecules A H3CO CF3 CH3 OH ..OH Separable by SiO2 chromatography (yes or no) Separable by chiral chromatography (yes or no) CH3 !!!!!CH 3 B H3CO CF3 Ο """CH3 C
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