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19th international isotope society (UK group) symposium: synthesis & applications of labelled compounds 2010

19th international isotope society (UK group) symposium: synthesis & applications of labelled compounds 2010
19th international isotope society (UK group) symposium: synthesis & applications of labelled compounds 2010
The 19th annual symposium of the International Isotope Society’s United Kingdom Group took place at the Wellcome Genome Campus, Hinxton, Cambridge, UK on Thursday 14th October 2010. The meeting was attended by around 80 delegates from academia and industry, the life sciences, chemical, radiochemical and scientific instrument suppliers.

The Harrowven contribution:
Since Kekule ? first proposed his ouroboros-inspired structure for benzene in the mid-nineteenth century, it has been regarded as the archetypal aromatic compound – flat, with carbon-carbon bonds of equal length and bond angle.1 The viability of non-planar benzene rings has been known for many decades, with the first reported example of a boat-configured arene dating to the synthesis of [2.2]paracyclophane in 1949.2 However, it was arguably the isolation of (1)-cavicularin in 1996, and latterly of the haouamines and hirsutellones, that alerted the wider scientific community to the existence of biosynthetic pathways for the generation of such motifs in Nature (Figure 1).

Through a combination of chemical synthesis (cavicularin,3,4 riccardin C3,4 and RP-664534), molecular modelling and data mining, we have strong evidence to suggest that boat-configured arenes are far more common in natural products than has been traditionally thought, spanning many classes including macrocyclic alkaloids, guaianolides, bisbibenzyls, peptides and biarylheptanoids. In addition, our work provides guidance for addressing the chemical synthesis of such targets.
0362-4803
387-398
Allen, P.H
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Bloom, A.J.
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Bragg, R.
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Brown, R.T.
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Burgos, A.
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Bushby, N.
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Clarke, M.L.
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Dudin, L.F.
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Ellames, G.L.
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Gee, A.D.
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Gouverneur, V.
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Harding, J.R.
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Harrowven, D.C.
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Jennings, L.E.
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Jones, M.
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Kitson, S.L.
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Kohler, A.
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Kostiuk, S.L.
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Le Strat, F.
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Light, M.E.
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Lockley, W.J.S.
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Long, N.J.
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Miller, P.W.
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Murrell, V.L.
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Nanson, L.
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Pedersen, M.H.F.
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Plisson, C.
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Schou, S.
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Sharma, R.S.
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Shaw, I.
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Sherhod, R.
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Smith, T.
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Sriram, M.
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Tate, J.
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Tredwell, M.
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Twiddy, S.
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Watters, W.
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White, A.J.P.
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Wilkinson, D.J.
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Woodcock, T.
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Allen, P.H
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Bloom, A.J.
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Bragg, R.
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Brown, R.T.
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Burgos, A.
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Bushby, N.
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Clarke, M.L.
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Dudin, L.F.
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Ellames, G.L.
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Gee, A.D.
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Gouverneur, V.
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Harding, J.R.
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Harrowven, D.C.
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Herbert, J.M.
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Hickey, M.J.
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Husbands, S.
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Jennings, L.E.
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Jones, M.
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Kealey, S.
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Killick, D.
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Kingston, L.P.
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Kitson, S.L.
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Kohler, A.
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Kostiuk, S.L.
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Le Strat, F.
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Light, M.E.
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Lockley, W.J.S.
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Long, N.J.
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Miller, P.W.
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Moody, T.S.
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Murrell, V.L.
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Nanson, L.
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Pedersen, M.H.F.
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Pinney, K.G.
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Plisson, C.
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Schou, S.
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Sharma, R.S.
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Shaw, I.
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Sherhod, R.
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Smith, T.
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Sriram, M.
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Tate, J.
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Tredwell, M.
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Twiddy, S.
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Watters, W.
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White, A.J.P.
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Wilkinson, D.J.
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Woodcock, T.
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Allen, P.H, Bloom, A.J., Bragg, R., Brown, R.T., Burgos, A., Bushby, N., Clarke, M.L., Dudin, L.F., Ellames, G.L., Gee, A.D., Gouverneur, V., Harding, J.R., Harrowven, D.C., Herbert, J.M., Hickey, M.J., Husbands, S., Jennings, L.E., Jones, M., Kealey, S., Killick, D., Kingston, L.P., Kitson, S.L., Kohler, A., Kostiuk, S.L., Le Strat, F., Light, M.E., Lockley, W.J.S., Long, N.J., McNeill, A.H., Miller, P.W., Moody, T.S., Murrell, V.L., Nanson, L., Pedersen, M.H.F., Pinney, K.G., Plisson, C., Schou, S., Sharma, R.S., Shaw, I., Sherhod, R., Smith, T., Sriram, M., Tate, J., Tredwell, M., Twiddy, S., Watters, W., White, A.J.P., Wilkinson, D.J. and Woodcock, T. (2011) 19th international isotope society (UK group) symposium: synthesis & applications of labelled compounds 2010. Journal of Labelled Compounds and Radiopharmaceuticals, 54 (7), 387-398. (doi:10.1002/(ISSN)1099-1344).

Record type: Article

Abstract

The 19th annual symposium of the International Isotope Society’s United Kingdom Group took place at the Wellcome Genome Campus, Hinxton, Cambridge, UK on Thursday 14th October 2010. The meeting was attended by around 80 delegates from academia and industry, the life sciences, chemical, radiochemical and scientific instrument suppliers.

The Harrowven contribution:
Since Kekule ? first proposed his ouroboros-inspired structure for benzene in the mid-nineteenth century, it has been regarded as the archetypal aromatic compound – flat, with carbon-carbon bonds of equal length and bond angle.1 The viability of non-planar benzene rings has been known for many decades, with the first reported example of a boat-configured arene dating to the synthesis of [2.2]paracyclophane in 1949.2 However, it was arguably the isolation of (1)-cavicularin in 1996, and latterly of the haouamines and hirsutellones, that alerted the wider scientific community to the existence of biosynthetic pathways for the generation of such motifs in Nature (Figure 1).

Through a combination of chemical synthesis (cavicularin,3,4 riccardin C3,4 and RP-664534), molecular modelling and data mining, we have strong evidence to suggest that boat-configured arenes are far more common in natural products than has been traditionally thought, spanning many classes including macrocyclic alkaloids, guaianolides, bisbibenzyls, peptides and biarylheptanoids. In addition, our work provides guidance for addressing the chemical synthesis of such targets.

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e-pub ahead of print date: 25 April 2011
Published date: 25 April 2011
Organisations: Characterisation and Analytics

Identifiers

Local EPrints ID: 195321
URI: https://eprints.soton.ac.uk/id/eprint/195321
ISSN: 0362-4803
PURE UUID: 3d063eb3-9852-409f-86e9-c7b6c15bc3ff
ORCID for D.C. Harrowven: ORCID iD orcid.org/0000-0001-6730-3573
ORCID for M.E. Light: ORCID iD orcid.org/0000-0002-0585-0843

Catalogue record

Date deposited: 18 Aug 2011 12:30
Last modified: 14 Jul 2018 00:36

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Contributors

Author: P.H Allen
Author: A.J. Bloom
Author: R. Bragg
Author: R.T. Brown
Author: A. Burgos
Author: N. Bushby
Author: M.L. Clarke
Author: L.F. Dudin
Author: G.L. Ellames
Author: A.D. Gee
Author: V. Gouverneur
Author: J.R. Harding
Author: D.C. Harrowven ORCID iD
Author: J.M. Herbert
Author: M.J. Hickey
Author: S. Husbands
Author: L.E. Jennings
Author: M. Jones
Author: S. Kealey
Author: D. Killick
Author: L.P. Kingston
Author: S.L. Kitson
Author: A. Kohler
Author: S.L. Kostiuk
Author: F. Le Strat
Author: M.E. Light ORCID iD
Author: W.J.S. Lockley
Author: N.J. Long
Author: A.H. McNeill
Author: P.W. Miller
Author: T.S. Moody
Author: V.L. Murrell
Author: L. Nanson
Author: M.H.F. Pedersen
Author: K.G. Pinney
Author: C. Plisson
Author: S. Schou
Author: R.S. Sharma
Author: I. Shaw
Author: R. Sherhod
Author: T. Smith
Author: M. Sriram
Author: J. Tate
Author: M. Tredwell
Author: S. Twiddy
Author: W. Watters
Author: A.J.P. White
Author: D.J. Wilkinson
Author: T. Woodcock

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