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Solid-phase peptide synthesis (SPPS) , C-terminal vs. side-chain anchoring: a reality or a myth

Cherkupally, P.; Acosta, G.A.; Ramesh, S.; De la Torre, B.G.; Govender, T.; Kruger, H.G.; Albericio, F.

Amino Acids 46(8): 1827-1838

2014


ISSN/ISBN: 1438-2199
PMID: 24770904
DOI: 10.1007/s00726-014-1746-7
Accession: 055838337

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Here we review the strategies for the solid-phase synthesis of peptides starting from the side chain of the C-terminal amino acid. Furthermore, we provide experimental data to support that C-terminal and side-chain syntheses give similar results in terms of purity. However, the stability of the two bonds that anchor the peptide to the polymer may determine the overall yield and this should be considered for the large-scale production of peptides. In addition, resins/linkers which do not subject to side reactions can be preferred for some peptides.

Solid-phase peptide synthesis (SPPS), C-terminal vs. side-chain anchoring: a reality or a myth