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Published on Jul 31, 2009
Organic chemistry: Biochemistry--amino acids, peptides, and polypeptide sequencing. Acid/base properties of amino acids. How to draw amino acids at various pHs. How to determine pI of a peptide; zwitterion. Acylation of the N-terminus; conversion of the C-terminus into an amide. Total acid hydrolysis (TAH). Sangers reagent and Dansyl chloride. Hydrazine (NH2NH2). Proteolytic enzymes--chymotrypsin, trypsin, thermolysin. A polypeptide sequencing problem
This is a recording of a tutoring session, posted with the students permission.
(1) Acid/base properties of amino acids (2) Continued. How to draw amino acids at various pHs (glycine) (3) Continued (alanine, valine, leucine, isoleucine) (4) Continued (phenylalanine, proline). pH vs. pKa (5) How to draw amino acids at various pHs, continued (serine, threonine, tyrosine) (6) Continued (asparagine). Why amides are neither nucleophilic nor basic (7) How to draw amino acids at various pHs, continued (glutamine, lysine) (8) Continued (arginine, tryptophan) (9) Continued (histidine) (10) Continued (aspartic acid, glutamic acid). Peptides (11) Continued. How to determine pI of a peptide; zwitterion (12) Continued (13) Acylation of the N-terminus; conversion of the C-terminus into an amide; cyclic peptides (14) Total acid hydrolysis (TAH) (15) Continued. Effect of total acid hydrolysis on asparagine and glutamine (16) Continued (17) Continued (18) Use of Sangers reagent or Dansyl chloride to identify the N-terminus (19) Continued (20) Effect of total acid hydrolysis on an amide C-terminus (21) Sangers reagent and Dansyl chloride revisited (22) Hydrazine (NH2NH2) (23) Continued. Use of hydrazine (NH2NH2) to identify the C-terminus (24) Use of hydrazine to identify asparagine and glutamine (25) Chymotrypsin, trypsin, thermolysin—a problem (26) Cleavage of amide bonds by chymotrypsin (27) A polypeptide sequencing problem (28) Continued (29) Continued
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