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3 votes
0 answers
35 views

Histidine-Boc deprotectection

A question on Fmoc-solid phase peptide synthesis (SPPS). Is Boc-protected Histidine too labile? Merck's website shows Boc is labile to treatment with Piperidine. Anyone with such experience?
Science123's user avatar
4 votes
1 answer
164 views

What is the maximum length of peptide which considered to be hard for synthesis by the current technology?

I am a molecular biologist and work with recombinant proteins. I am wondering what the cut point, in terms of length, is at which I should produce the peptide using heterologous expression rather than ...
tassaneel's user avatar
  • 131
7 votes
1 answer
159 views

In solid-phase peptide synthesis, why are the formation of aspartimides a problem but not "glutamides"?

I'm studying solid-phase peptide synthesis (SPPS) at the moment, and a common problem is the formation of aspartimides, which disrupt the synthetic process. I understand how they form and why are they ...
Rob C's user avatar
  • 71
2 votes
0 answers
87 views

Which amino acids can be totally synthesized? [closed]

I can't find information regarding which amino acids (say the proteinogenic ones or in general) can be totally synthesized. Is there a reference?
total's user avatar
  • 37
5 votes
2 answers
14k views

What happens to the t-butyl cation in the TFA deprotection of a t-butyl ester?

I am a first-year chemistry graduate student and I am currently learning how to synthesize proteins. I have reached a stage in the process where I need to deprotect a carboxylic acid moiety protected ...
Don_S's user avatar
  • 1,410
5 votes
1 answer
4k views

Why does capping after each coupling in Solid phase peptide synthesis improve the results?

Why does capping after coupling improve results during solid phase peptide synthesis (SPPS)? The Case: I have conducted a lab experiment where we coupled three Fmoc-protected amino acids, and did a ...
CuriousTree's user avatar