A number of groups have been investigated as potential protecting groups for the thiol functionality of cysteine residues during Solid Phase Peptide Synthesis. Of these the 4-picolyl system has been found to be successful. A short, efficient synthesis to the protected amino acid and mild cleavage conditions have been developed. This protected amino acid has been applied in the synthesis of a number of interesting cysteine-containing peptide targets. Deglycosylated human erythropoietin (dhEPO) has been synthesised by SPPS, employing the picolyl group for cysteine protection. Purification of this material has been achieved by gel filtration. The synthetic material has been characterised by amino acid analysis, SDS-PAGE, iso-electric focusing and <i>N</i>-terminal sequencing. Attempts have been made to synthesise deglycosylated human erythropoietin <i>via</i> a fragment coupling technique. All fragments were successfully synthesised and purified and model ligation studies carried out.
| Identifer | oai:union.ndltd.org:bl.uk/oai:ethos.bl.uk:641716 |
| Date | January 2001 |
| Creators | Bland, Lorraine |
| Publisher | University of Edinburgh |
| Source Sets | Ethos UK |
| Detected Language | English |
| Type | Electronic Thesis or Dissertation |
| Source | http://hdl.handle.net/1842/12014 |
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