Hey, so I am really confused with this problem. Please CLEARLY explain the sysnt
ID: 715479 • Letter: H
Question
Hey, so I am really confused with this problem. Please CLEARLY explain the sysnthesis. If you are going to explain it on a piece of paper, PLEASE WRITE LEGIBLY. I swear I can't read some of you guys' hangwritting. Just get to the point, but enough information that a C-student can understand. This is a biochmeistry question.
Outline the synthesis of asn.ala.leu starting from the precursors below H3N and H,N Identify all reagents and intermediate products. There is no need for details of mechanism. Note that protection, activation, and deprotection might be needed NH2 O H O H O H3N H&N NH H3N DCCI NH NH NH O H O H Pd H3NExplanation / Answer
Synthesis of peptide
We have two substrates. Both are shown in zwitterionic forms. But for reaction you may consider them as pure -NH2 and -COOH ends for both structures. Note, the net charge at all times on the structures are zero (neutral).
The synthetic method is already shown above.
I will try to explain this to you.
1. Protection of -NH2 group of the second substrate (shown above) with PhCH2OCOCl reagent.
Now it has free -COOH group only.
2. Protection of -COOH group of the first substrate (shown above) with PhCH2OH. Forms as ester of carboxylic acid.
Now it has a free -NH2 group only.
3. Condensation of the two protected substrates (1 and 2 steps above) with DCC reagent. Forms the protected product structure.
4. Removal of protecting groups by catalytic hydrogenation using H2/Pd reagent.