Location of Repository

Approach to a synthetic esterase

By David J. Morris


Project A: The development of a supported sixteen residue peptidyl model incorporating the 'reactive triad' serine, histidine and aspartic acid, found within serine protease enzymes. The methodology was designed to allow rapid screening of a combinatorial library of simple peptides containing the reactive triad, some of which were anticipated to show synthetic esterase activity. It is envisaged that this could be undertaken be observing selective cleavage of a highly coloured red azo dye tethered through the ester under investigation to the peptide via a glycol linker. One peptidyl system has been synthesised and investigated to allow the development of the methodology and it was found that intramolecular hydrolysis could be observed when glycol linkers of optimal length were utilised under favourable conditions.\ud \ud Project B: Vancomycin was modified with extended glycol chains containing a terminal double bond to allow covalent dimerisation via cross coupling metathesis. Binding of the vancomycin monomers and dimers to an N-acetyl-L-Lys-D-Ala-D-Ser peptide model has been demonstrated via electrospray ionisation mass spectrometry by Professor Albert Heck at Utrecht, Holland and in-vivo studies are ongoing to elucidate if enhanced vancomycin activity towards vancomycin resistant bacteria can be observed

Topics: QP
OAI identifier: oai:wrap.warwick.ac.uk:3085

Suggested articles



  1. (1994). Acad Sci.
  2. (1972). Am Chem Soc. doi
  3. (1971). An Chem Soc. doi
  4. (1986). Chem doi
  5. (1987). Chem Commun. doi
  6. (1998). Chem Res. doi
  7. (1996). Chem Soc. doi
  8. Chemical and Engineering News. doi
  9. (1991). Comprehensive Organc Synthesis.,
  10. (1995). Encyclopedia OfReagents For Organic Synthesis.
  11. (1995). Encyclopedia ofReagentsfor Organic Synthesis.
  12. (1998). Imperial i,
  13. (1997). Medicinal Research Reviews. doi
  14. Principals ofMicrobiology; 2
  15. (1994). Protecting Groups.; Thieme doi
  16. (1998). Tetrahedron Asymmetry. doi

To submit an update or takedown request for this paper, please submit an Update/Correction/Removal Request.