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Solid-phase synthesis is a common technique for peptide synthesis.Usually, peptides are synthesised from the carbonyl group side (C-terminus) to amino group side (N-terminus) of the amino acid chain in the SPPS method, although peptides are biologically synthesised in the opposite direction in cells.
The established method for the production of synthetic peptides in the lab is known as solid phase peptide synthesis (SPPS). [2] Pioneered by Robert Bruce Merrifield, [4] [5] SPPS allows the rapid assembly of a peptide chain through successive reactions of amino acid derivatives on a macroscopically insoluble solvent-swollen beaded resin support.
Fmoc protection is especially advantageous in solid-phase peptide synthesis (SPPS), where its compatibility with other reagents and ease of removal streamline synthesis workflows. Upon deprotection, Fmoc yields a byproduct ( Dibenzofulvene ) that can be monitored by UV spectroscopy , allowing for efficient reaction tracking.
HBTU (Hexafluorophosphate Benzotriazole Tetramethyl Uronium) is a coupling reagent used in solid phase peptide synthesis. It was introduced in 1978 and shows resistance against racemization. [3] [4] It is used because of its mild activating properties. [5]
Due to the preference for a cis-amide bond [10] with the preceding residue of C2-substituted pseudoprolines, their incorporation results in a kink conformation of the peptide backbone, thus preventing peptide aggregation, self-association, or β-structure formation. Strategies for the use of Pseudoproline in Solid-Phase Peptide Synthesis (SPPS).
Solid phase peptide synthesis Custom peptide synthesis is the commercial production of peptides for use in biochemistry , biology, biotechnology, pharmacology and molecular medicine . [ 1 ] Custom peptide synthesis provides synthetic peptides as valuable tools to biomedical laboratories.
Within solid phase peptide synthesis (SPPS) there exist two strategies for the synthesis of glycopeptides, linear and convergent assembly. Linear assembly relies on the synthesis of building blocks and then the use of SPPS to attach the building block together. An outline of this approach is illustrated below. Scheme 1.
N,N ′-Diisopropylcarbodiimide is a carbodiimide used in peptide synthesis. [ 1 ] [ 2 ] As a liquid, it is easier to handle than the commonly used N , N ′ -dicyclohexylcarbodiimide , a waxy solid.
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