CH 546 : Bioorganic Chemistry
Syllabus
Aminoacids, peptides and proteins: Amino acids: structure, acid-base chemistry, and chemical synthesis; peptide bond formation and coupling reagents-carbodiimides and phosphonium reagents; orthogonal protecting groups; solid-phase peptide synthesis: (Fmoc/Boc strategies); native peptide ligation; cyclic peptides; amino acid analysis and peptide sequencing; brief introduction to ribosomal protein synthesis; combinatorial chemistry; enzyme chemistry: proteases and phosphotases; proteins as drug targets.
Carbohydrates: Introduction to carbohydrates; structure, configuration and conformation; common protecting groups and protecting group strategies; glycosylation: general concepts, various methods of glycoside bond formation; strategies in oligosaccharide synthesis: automated and enzymatic approaches; glycoconjugates: glycolipids and glycoproteins; fundamentals of glycobiology; tools for glycomics; carbohydrate based drug discovery.
Nucleosides, nucleotides and nucleic acids: Introduction to nucleic acids: biological importance, discovery, structure; chemical synthesis of nucleosides and protecting groups for nucleobase, sugar and phosophates; solution and solid phase synthesis of oligonucleotides: phosphotriester, H-phosphonate and phosphoramidite strategies; DNA Processing Enzymes: DNA polymerases, ligases, restriction endonucleases, PCR; enzymatic synthesis of nucleic acids; principle behind sequencing; nucleic acid as drug targets; quadruplex nucleic acids; nucleic acids based enzymes: ribozymes, DNA enzymes and riboswitches; nucleic acid based therapeutic strategies: antisense, RNA interference and aptamers; DNA damage and repair.
Student Presentations
Text References
- P. Lloyd-Williams, F. Albericio, E. Giralt, Chemical Approaches to the Synthesis of Peptides and Proteins, 1st Edition, CRC Press, Boca Raton,1997
- S. Doonan, Peptides and Proteins, 1st Edition, RSC Publishing House, London, 2002
- T. Bugg, An Introduction to Enzyme and Coenzyme Chemistry, 2nd Edition, Blackwell Science, Oxford, 2004
- B. G. Davis & A.J. Farbanks, Carbohydrate Chemistry, 1st Edition, Oxford University Press, 2002
- R. V. Stick., Carbohydrates: The Essential Molecules of Life, 2nd Edition, Academic Press, 2009
- D. E. Levy and P. Fugedi, The Organic Chemistry of Sugars, CRC Press, 2006
- G. M. Blackburn, M. J. Gait, D. Loakes, D. M. Williams, Nucleic Acids in Chemistry and Biology, 3rd Edition, RSC Publishing, London, 2006
- S. Doonan, Nucleic Acids, 1st Edition, RSC Publishing House, London, 2000
- A. Lehninger, D. L. Nelson, Cox, M. M. Principles of Biochemistry, 5th Edition, W.H Freeman, 2008