Assignment -
1) Give two (or more) reasons why SPPS proceeds From C tenina to N?
2) Provide a mechanism for rocenioaition.
3) Name 4 classes (Mutually orthogonal) protecting groups for amino acids. (Provide examples).
4) Why is Fmoc chemistry becoming preferred to Boc chan for SPPS.
5) Show with mechanisms and other reagents, two uses for diazomethane in amino acid chemistry.
6) We talked about convergent + divergent synthesis say you wanted to make a family (library) of small peptides that treat chemophobia.
A-S-T-Y-P-Q-M-C
A-S-T-Y-P-A-G-N
A-S-T-Y-P-A-S-T
Q-M-C-A-S-T-Y-P
a) Provide a reasonable solution-phase synthesis of the library appropriate protecting groups.
b) Provide a Solid-phase synth of the library.
7) Why Click chem.? What is it? Please refer to the original Kolb Angew Chem paper.
Label all rxns and provide mechanisms for Scheme 16 a (4 → 29) of that paper.
8) Native Chemical Ligation
- Provide the mechanism.
- Why use catalyst
- What are the complications?
If you were preparing a solid-phase synthesis route and had two cysteine you could do the reaction at
Which would you choose to use after cleavage from the bead, and why?
b) After cyctiration
How would you make this back into the parent residue?
12) Consider:
Where would you want to cyclire?
Cycliraton requires high dilution to avoid dineuration, an alternative method is to cyclire while still attached o a solid bead. How would this be done? What would you Linear peptide be, and hour would you cyclire?
13) For a PAMAM derdron , sahow a synthesis that could provide:
Use any functionalities you fell you want for bucongiegation.
14) Polyester dendrons are considered nontoxic.
a) Compare + control Dendron synthesis with SPPS.
b) Could you make a Dendron on a solid phase support? What would be the repeated complications?
15) Consider a cell membrane nanodemocin comparing a co-localization of a small membrane- penetoting metabolip.
a) Provide a synthesis of (B) and (d) from AAs and acetylatel monozocchaindg respectively.
b) Design a mutialet deaffold that incorporate all four components as a nine of the nanodomain. The ratios is not particular important but consider what the functionalities need to be and consider that they will need differently, do mutually orthogonal click strategies should be conclutaed.
Attachment:- Assignment File.rar