Chemistry Mechanism for Solid-Phase Nucleic Acid Deprotection and Cleavage

  • Thread starter Thread starter physicisttobe
  • Start date Start date
  • Tags Tags
    Acid
Click For Summary
The discussion revolves around the mechanism for solid-phase nucleic acid synthesis, specifically focusing on the deprotection and cleavage of a carrier using a 2'-O-TOM protected phosphoramidite building block to synthesize a dinucleotide of 5'-UG. Participants express confusion about the steps involved in the phosphoramidite method, particularly regarding the cleavage mechanism and the appropriate base and protecting group for the second nucleotide. There is a consensus that the task lacks clarity, leading to questions about how to accurately represent the deprotection reaction. The importance of selecting the correct protecting group for the second nucleotide is emphasized, with participants seeking guidance on suitable options. Overall, the thread highlights the complexities of the deprotection and cleavage processes in nucleic acid synthesis.
physicisttobe
Messages
56
Reaction score
13
Homework Statement
Deprotection and Delaware reaction
Relevant Equations
Hi everyone!

I can‘t solve this following task. Can you explain me how I have to draw the mechanism?

Task: Solid-phase nucleic acid synthesis: deprotection and cleavage of carrier with 2'-O-TOM protected suitable phosphoramidite building block synt. dinucleotide of 5'-UG.

I started with deprotection, but how should I continue? The task is a little bit strang. But I hope you understand it.
 

Attachments

  • 4107DACD-D425-4B72-9DAA-FD66C6AE0804.jpeg
    4107DACD-D425-4B72-9DAA-FD66C6AE0804.jpeg
    16.1 KB · Views: 151
Physics news on Phys.org
I agree that the task is very vague. Can you list out the steps in the phosphoramidite method?
 
Yes, I can do it. But I think the task is about the cleavage and deprotection of a specific functional group. Therefore, I draw the cleavage mechanism. And how schould I draw the deprotection reaction?
I also used the Tom method here. But which base must I use for the second nucleotide? I simply wrote base-acyl because I did not know which base to use. I also dit not know which protecting group to use for the second nucleotide. Therefore, I wrote OPG. Which potecting group should I use for the second nucleotide ? Which would be appropriate?
 

Attachments

  • 2A96AC1B-69B4-4512-B0D2-EE63C694AA46.jpeg
    2A96AC1B-69B4-4512-B0D2-EE63C694AA46.jpeg
    22.9 KB · Views: 134
Last edited:

Similar threads

  • · Replies 4 ·
Replies
4
Views
2K
  • · Replies 1 ·
Replies
1
Views
2K
  • · Replies 19 ·
Replies
19
Views
7K
  • · Replies 3 ·
Replies
3
Views
3K
Replies
10
Views
5K
  • · Replies 3 ·
Replies
3
Views
4K
  • · Replies 10 ·
Replies
10
Views
4K
  • · Replies 6 ·
Replies
6
Views
31K
  • · Replies 2 ·
Replies
2
Views
20K
  • · Replies 5 ·
Replies
5
Views
2K