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Course Co-ordinated by IIT Guwahati
Coordinators
 
Dr. S.S. Bag
IIT Guwahati

 

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In this course the basics in Bioorganic Chemistry, its inception and its today’s platform will be focused. In a truly interdisciplinary way bioorganic chemistry unites the central questions of biochemistry, medicinal chemistry, organic chemistry, and spectroscopy. This new curriculum should be applicable at almost any institution, one that is more useful and relevant to the majority of our audience while also at least maintaining and possibly improving the education at the interface of chemistry and biology.

This course will describe the historical connection between organic chemistry, physical chemistry and biology in its introductory part. Slowly it will provide an overview of amino acids, peptides and their recent advances; enzyme chemistry; nucleic acids- from the basic to the recent research trend toward gene detection technology and drug discovery.

Thus, this course will be an appetizer for all students of chemistry at almost any institution want to continue their study at the interface of chemistry and biology.

 

Module 1:  

Introduction to Bioorganic Chemistry: Overview of Bioorganic Chemistry- Historical Connection Between Organic and Biological Chemistry; Weak Interactions in Organic and Biological World; Proximity Effect in Organic Chemistry; Molecular Recognition; Chemistry of the Living Cells; Analogy  Between Biochemical and Organic Reaction. (8 lectures)
Module 2:  
Bioorganic Chemistry of Amino Acids: Introduction-Overview of Chemical Biology; Amino Acids and their Asymmetric Synthesis; Chemistry of Peptide Bonds; Peptide Secondary Structures and Tools for Stabilization; Natural b -amino Acids and b-peptides; b-Turn Peptidomimetics; b-lactam based peptidomimetics; Expanding the Genetic Code: Background; Synthesis and Application of Unnatural Amino acids. (11 Lectures)
Module 3:  
Bioorganic Chemistry of Enzymes: Introduction to Enzyme Catalysis and Kinetics; The Catalytic Triad; Enzyme Inhibiton and Drug design; Enzyme in Organic Chemistry; Antibody Catalyzed Organic Reaction; Enzyme Models: Biomimetic Polyene Cyclisation; Squalene Biosynthesis. (11 Lectures)
Module 4:  
Bioorganic Chemistry of Nucleic Acids: History, Sugars and bases; Conformation of sugar-phosphate backbone; hydrogen bonding by bases; the double helix; A, B, and Z double helices; Stability of Double Helix ; DNA intercalators; Chemical synthesis of DNA; Catalytic RNA, siRNA; micro RNA; Expanding the Genetic Alphabets: Background; Synthesis and Application of Unnatural Nucleosides; Fluorescently Labeled Nucleosides and oligonucleotide probes; Single Nucleotide Polymorphism (SNPs) and Introducing Hap Map Project; Homogeneous DNA Detection; Microarray based DNA Detection; Basics of Peptide Nucleic Acids; Concepts of Antigene/Antisense Therapy; Goal for Personalised Medicine. (16 lectures)


Sl. No.

Lecture No.

Lecture Titles

Page No.

No. of Hours

 

1

Module-1:  Introduction to Bioorganic Chemistry (8 lectures)

8 hrs

1

Defining Bioorganic Chemistry

1-13

1 hr

2

Biomimetic Chemistry-The Enzyme Models

13-25

1 hr

3

Historical Connection and Weak Interactions in chemistry and biology

26-33

1 hr

4

Proximity Effect in Organic Chemistry and Molecular Recognition;

34-42

1 hr

5

Molecular Recognition

43-52

1 hr

6

Chemistry of the Living Cells

53-66

1 hr

7

Analogy  Between Biochemical and Organic Reaction-I

67-75

1 hr

8

Analogy  Between Biochemical and Organic Reaction-II

76-80

1 hr


2

Module 2: Bioorganic Chemistry of Amino Acids (11 lectures)

11 hrs

1

Overview of Chemical Biology

1-13

1 hr

2

Amino Acids-Structure, Properties,  Classes

14-22

1 hr

3

Stereochemistry of Amino Acids  and Synthesis

23-30

1 hr

4

Peptide Bonds and Synthesis

31-39

1 hr

5

Peptide Secondary Structures

40-48

1 hr

6

Natural b -amino Acids and b-peptides

49-57

1 hr

7

Biological importance of b-peptides

58-63

1 hr

8

b-Turn Peptidomimetics

64-71

1 hr

9

b-Turn Peptidomimetics and b-lactam based peptidomimetics

72-79

1 hr

10

Expanding the Genetic Code- Background

80-88

1 hr

11

Synthesis  and Application of Unnatural Amino acids

89-96

1 hr


3

Module 3: Bioorganic Chemistry of Enzymes (11 lectures)

11 hrs

1

Different Facets of Enzyme Catalysis

1-17

1 hr

2

Thermodynamics and Kinetics of  Enzyme Catalysis

18-35

1 hr

3

The Catalytic Triad

36-40

1 hr

4

Enzyme Inhibition and Drug Design-1

41-54

1 hr

5

Enzyme Inhibition and Drug Design-2

55-65

1 hr

6

Enzyme in Organic Chemistry-1

66-74

1 hr

7

Enzyme in Organic Chemistry-2

75-83

1 hr

8

Antibody Catalyzed Organic Reaction-1

84-97

1 hr

9

Antibody Catalyzed Organic Reaction-2

98-106

1 hr

10

Enzyme Models and  Biosynthesis of Squalene

107-114

1 hr

 

11

BiomimeticPolyeneCyclizations

115-130

1 hr


4

Module 4: Bioorganic Chemistry of Nucleic Acids (16 lectures)

16 hrs

1

History of Sugars and bases and Nucleic Acids-I

1-7

1 hr

 

History of Sugars and bases and Nucleic Acids-II

8-14

1 hr

2

Hydrogen Bonded Base Pairs and Double Helix

15-30

1 hr

3

Stability, Properties, and functions of DNA-I

31-38

1 hr

4

Stability, Properties, and functions of DNA-II

39-43

1 hr

5

DNA intercalators

43-47

1 hr

6

Chemical synthesis of DNA

48-57

1 hr

7

Catalytic RNA, siRNA; micro RNA;

58-72

1 hr

8

Expanding the Genetic Alphabets

73-86

1 hr

9

Fluorescently Labeled Nucleosides and oligonucleotide probes and SNPs

87-94

1 hr

10

Hap Map Project and Homogeneous DNA Detection

95-104

1 hr

11

Microarray based DNA Detection

105-111

1 hr

12

Basics of Peptide Nucleic Acids

112-115

1 hr

13

Gene Therapy-I

116-124

1 hr

14

Gene Therapy-II

125-132

1 hr

15

Antigene/Antisense Therapy

133-140

1 hr

16

Goal for Personalised Medicine.

141-155

1 hr

 
  • Organic Chemistry background specially, preliminary knowledge of organic reaction mechanisms, reactive intermediates, organic transformations, and stereochemistry. Most of the topics will be found in the NPTEL site.

  1. Hermann Dugas: Bioorganic Chemistry-A chemical Approach to Enzyme Action; 3rd Edition.
  2. The organic chemistry of enzyme-catalyzed reactions, by Richard B. Silverman, Academic Press, San Diego, 2000, 717 pp.
  3. Amino acids, peptides and proteins, by J. S. Davies, Royal Society of Chemistry, UK, Vol. 35, 2006.
  4. Biochemistry, 5th Ed. (Hardcover) by Lubert Stryer, Jeremy M. Berg, and John L. Tymoczko.
  5. Page, M. I. In The Chemistry of ?-Lactams; Page, M. I. Ed.; Chapman Hall 1992, p. 79.

Introduction to the Human Genome Project, published by the National Human Genome Research Institute, is aimed at students, teachers and other nonacademic institutions, will be found at http://www.genome.gov


  1. Biochemistry Illustrated, 5th Ed., by Campbell.
  2. Lehninger Principles of Biochemistry, 5th Ed. by Nelson and Cox.
  3. Proteins, Enzymes, Genes: the Interplay of Chemistry and Biology by J.S. Fruton, Yale University Press, 1999. (xii 1 783 pages).



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