Chemistry Mechanism for Solid-Phase Nucleic Acid Deprotection and Cleavage

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SUMMARY

The discussion focuses on the mechanism for solid-phase nucleic acid synthesis, specifically the deprotection and cleavage of a carrier using 2'-O-TOM protected phosphoramidite building blocks to synthesize the dinucleotide 5'-UG. Participants emphasize the importance of understanding the cleavage mechanism and the appropriate protecting groups for the second nucleotide. The Tom method is mentioned as a relevant technique, and clarity is sought on which base and protecting group to utilize in the synthesis process.

PREREQUISITES
  • Understanding of solid-phase nucleic acid synthesis
  • Familiarity with phosphoramidite chemistry
  • Knowledge of protecting groups in nucleic acid synthesis
  • Experience with the Tom method for nucleic acid deprotection
NEXT STEPS
  • Research the mechanisms of phosphoramidite deprotection
  • Learn about the selection of protecting groups for nucleotides
  • Study the Tom method in detail for nucleic acid synthesis
  • Explore the role of different bases in nucleotide synthesis
USEFUL FOR

Researchers in nucleic acid chemistry, synthetic chemists, and graduate students focusing on solid-phase synthesis techniques will benefit from this discussion.

physicisttobe
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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.
 

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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?
 

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