Organic Chemistry with BiologicalApplications,3 Edition John McMurry Chapter 05 Stereochemistry at Tetrahedral Centers Onderstanding the causes and consequences of molecular handedness is crucial to understanding biological chemistry. Homework:P127:5.10:P132:5.16:P145b:5.32:5.36: By Junru Wang College of Chemistry and Pharmacy Room C206,Science Building Tel:87092829(O):Email:wangjr07@163.com
By Junru Wang College of Chemistry and Pharmacy Room C206, Science Building Tel: 87092829(O)；Email: wangjr07@163.com Organic Chemistry with Biological Applications, 3 rd Edition John McMurry Understanding the causes and consequences of molecular handedness is crucial to understanding biological chemistry. Chapter 05 Stereochemistry at Tetrahedral Centers Homework： P127:5.10; P132:5.16; P145b:5.32; 5.36;
Organic Chemistry with BiologicalApplications,3rEdition John McMurry Chapter 05 Stereochemistry at Tetrahedral Centers
Chapter 05 Stereochemistry at Tetrahedral Centers Organic Chemistry with Biological Applications, 3 rd Edition John McMurry
Main Contents Molecular Chirality Chiral carbon Absolute and Relative Configuration Stereoisomers without chiral carbons Properties of Enantiomers Diastereomers Resolution of Enantiomers Key Notes Chiralenantiomers;Chirality Chiralcenter Opticalrotations;RS,D/L;Diastereomers; Meso forms;Resolution ofenantiomers;
Main Contents ◼Molecular Chirality & Chiral carbon ◼Absolute and Relative Configuration ◼Stereoisomers without chiral carbons ◼Properties of Enantiomers & Diastereomers ◼Resolution of Enantiomers Key Notes Chiral enantiomers; Chirality & Chiral center; Optical rotations; R /S ，D/L; Diastereomers ; Meso forms; Resolution of enantiomers;
Chirality in nature I Natural amino acids are enantiomerically pure These are the building blocks of proteins and enzymes HO2C Me 入K7 H02C、 NH, NH2 alanine phenylalanine histidine Why this enantiomer?Who knows.. But why just one enantiomer is more obvious... 胰岛素 1ns如m C254H377M6507656 Insulin is made of 2 peptide chains-1x30 amino acids 1x21 amino acids Potentially 2.25 x 1015 diastereoisomers A relatively small protein is ribonuclease at 124 amino acids or Potentially 2.13 x 1037 diastereoisomers
胰岛素
Chirality in Nature Enantiomers of a chiral molecule Have same physical properties Usually have different biological properties (+)-Limonene (-)-Limonene (in oranges) (in lemons) @2007 Thomson Higher Education The two enantiomers of carvone: 香芹酮 spearmint Caraway(苋蒿，香菜)rye bread
Chirality in Nature Enantiomers of a chiral molecule：Have same physical properties； Usually have different biological properties The two enantiomers of carvone: spearmint Caraway(苋蒿，香菜) rye bread * 香芹酮