Med Chem II Exam #1 With 100% Correct Answers 2024

Med Chem II Exam #1 With 100% Correct Answers 2024 What side of the growing peptide chain does coupling with DIC add to in solution? N-terminus Protecting group used with an acid reagent Boc Protecting group used with a base reagent Fmoc Protecting group used with Pd/C, H2 reagent Cbz Advantages of solid phase peptide synthesis (3) 1. Can drive reactions to completion by using huge excesses of reagents 2. Easy purification after each chemical step 3. Widely diverse selection of resins Disadvantages of solid phase peptide synthesis (3) 1. Utilizes vast amounts of solvent and reagents 2. Resins are not cheap 3. Fidelity of synthesis becomes suspect with peptides 50 amino acids long (limiting) What is Native Chemical Ligation (NCL)? peptide 1 contains a thioester group which is attacked by a cysteine residue on peptide 2 Advantages of Native Chemical Ligation, NCL (3) 1. Large peptides (35-60 AA) can be efficiently coupled 2. Coupling does not require protecting groups 3. Coupling can be done in water at pH ~7.0 All amino acids except ____________ may undergo racemization glycine These amino acids may undergo hydrolysis (2) Asparagine, Glutamine The amino acid may undergo beta-elimination (3) Cysteine, Serine, Threonine These amino acids may undergo oxidation (2) Cysteine, Methionine First oxidation step of cysteine produces... sufeinic acid Second oxidation step of cysteine produces... sulfinic acid Third oxidation step of cysteine produces... sulfonic acid First oxidation step of methionine produces... sulfoxide Second oxidation step of methionine prod