Bio-Organic Mechanisms and
an Introduction to Chemical Biology
1、Course Information
Name: Bio-Organic Mechanisms and an Introduction to Chemical Biology
Textbook：Any introductory organic chemistry textbook
Reference Material(books、literature、website information):
None. Handouts will be provided at class
Bio-organic mechanisms: Professor Brian P Coppola, University of Michigan
Week 19,Monday-Thursday 10:00-11:40 Classroom:Lower Hall308 (下院308)
Week 20,Monday-Thursday 14:00-15:40 Classroom:Lower Hall308 (下院308)
Introduction to Chemical Biology: Professor Jean=Paul Desaulniers, UOIT
Week 19,Monday-Thursday 14:00-15:40 Classroom:Lower Hall308 (下院308)
Week 20,Monday-Thursday 10:00-11:40 Classroom:Lower Hall308 (下院308)
2、Course Introduction
Mechanistic organic chemistry is a powerful tool. There is no biological reaction of organic compounds that does not follow the basic rules of organic chemistry. In each class sessions, there will be problems that begin with a review of a fundamental area of mechanism in organic chemistry followed by an application of that area to biological molecules. The focus is on the applied organic chemistry.
Chemical biology is an interdisciplinary discipline that involves chemistry, physics and biology. Through its application of tools and techniques, new and complex biological questions can be examined. Often this involves the synthesis and development of small molecules and/or biological molecules, and examining the effect that they have within biological systems.
We will investigate the properties of amino acids, nucleic acids, and carbohydrates. Through the use of mechanistic organic chemistry, we will investigate and understand the synthesis of peptides, oligonucleotides and carbohydrates, and how these can be applied to chemical biology. Every day, there will be a core topic of interest, and problems will be presented. These problems will involve a fundamental area of mechanistic organic chemistry, and how it can be applied to chemical biology.
This course is taught in English, and it is targeted at students who have completed their introductory year of organic chemistry. The format will be 2x2-hour sessions that are driven, each day, by problem sets. Detailed discussion will follow from thinking about the questions and their solutions.A cumulative examination will be given in both areas on the last day of class.
3、Teaching Aim and Learning Requirements (Through learning this course, the knowledge or ability that students should master)
Organic chemistry topicBio-organic topic
Day 1 Bronsted acid/base; structure & isomerismenzyme catalysis
Day 2Substitution/Elimination reactionsbiological oxidation/reduction
Day 3Electrophilic addition reactions/ EASepoxides & cationic cyclization
Day 4Carbonyl Addition Reactionscarbohydrates & vitamin B6
Day 5Substitution Reactions at sp2 centersproteases
Day 6Carbonyl Condensation Reactionsfatty acid synthesis
Day 7Pericyclic Reactionsbiological examples
Day 8Examination
Chemical Biology topic
Day 1 Origins of Chemical Biology, Prebiotic Synthesis
Day 2Amino Acid Structure, and Protecting Group Chemistry
Day 3Amide-Bond Coupling Reactions
Day 4Solid-Phase Peptide Synthesis (SPPS), and Native Chemical Ligation
Day 5Carbohydrate Chemistry and Nucleic Acids
Day 6Base-Pairing and Synthetic Monomers. Biological Synthesis of Oligonucleotides
Day 7Chemical Synthesis of Oligonucleotides and Applications
Day 8Examination
4、Others (Other things that students should be aware of )
• No PowerPoint lectures will be used.
• Students need to present solutions, at the board, as a part of the class.
• No textbook will be used. However, any standard organic chemistry text will be useful.
• Problem sets will be distributed before class, along with some useful summaries.
• Students are strongly encouraged to work together on the problem sets, in preparation for presenting their solutions in class.