Abstract:
:Selective removal of protecting groups under different cleavage mechanisms could be an asset in peptide synthesis, since it provides the feasibility to incorporate different functional groups in similar reactive centres. However, selective protection/deprotection of orthogonal protecting groups in peptides is still challenging, especially for Cys-containing peptides, where protection of the cysteine side-chain is mandatory since the nucleophilic thiol can be otherwise alkylated, acylated or oxidized. Herein, we established a protocol for the synthesis of Cys-selective S-Trt or S-Mmt protected Cys-containing peptides, in a rapid way. This was achieved by, simply fine-tuning the carbocation scavenger in the final acidolytic release of the peptide from the solid support in the classic SPPS.
journal_name
Amino Acidsjournal_title
Amino acidsauthors
Stathopoulos P,Papas S,Sakka M,Tzakos AG,Tsikaris Vdoi
10.1007/s00726-014-1696-0subject
Has Abstractpub_date
2014-05-01 00:00:00pages
1367-76issue
5eissn
0939-4451issn
1438-2199journal_volume
46pub_type
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