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EPSRC Reference:
EP/F034253/1
Title:
A Biosynthetically-Inspired Chemical Synthesis of Naturally Occurring Halogenated Medium Ring Ethers from Laurencia
Principal Investigator:
Braddock, Professor DC
Other Investigators:
Researcher Co-Investigators:
Project Partners:
Department:
Chemistry
Organisation:
Imperial College London
Scheme:
Standard Research
Starts:
11 February 2008
Ends:
10 February 2011
Value (£):
316,057
EPSRC Research Topic Classifications:
Chemical Synthetic Methodology
EPSRC Industrial Sector Classifications:
Pharmaceuticals and Biotechnology
Related Grants:
Panel History:
Panel Date
Panel Name
Outcome
10 Oct 2007
Chemistry Prioritisation Panel (Science)
Announced
Summary on Grant Application Form
Seaweeds and alga provide a rich source of naturally occurring bromine and chlorine (halogenated) containing natural products. In particular, Laurencia species provide such halogenated compounds as medium ring ethers (rings of 7,8 or 9-atoms consisting of one oxygen and the rest as carbon) that have traditionally been viewed as difficult to synthesize in a laboratory. Previously, the biogenesis of these compounds has been assumed to involve the cyclisation of an alcohol onto a reactive bromonium ion to create the medium ring. However, there are some unexplained difficulties with the currently proposed biogenesis. We now propose that alcohols are not the true biogenetic precursors. Consideration of the various configurations of the metabolites from Laurencia species allows a unifying biosynthetic scheme to be proposed from an alternative common precursor, which are spring-loaded to overcome the traditional difficulties associated with making medium-sized rings.
Key Findings
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Description
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Summary
Date Materialised
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Project URL:
Further Information:
Organisation Website:
http://www.imperial.ac.uk