Solid-phase peptide synthesis (SPPS), C-terminal vs. side-chain anchoring: a reality or a myth.
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.
Catalysis and Peptide Research Unit, School of Health Sciences, University of Kwazulu-Natal, Durban, 4001, South Africa.
Prabhakar
P
Cherkupally
Gerardo A
GA
Acosta
Suhas
S
Ramesh
Beatriz G
BG
De la Torre
Thavendran
T
Govender
Hendrik G
HG
Kruger
Fernando
F
Albericio
D000595:Amino Acid Sequence; D002851:Chromatography, High Pressure Liquid; D015394:Molecular Structure; D010455:Peptides / Q000138:chemical synthesis*; D060327:Solid-Phase Synthesis Techniques / Q000379:methods*
D010455:Peptides