Phosphatase reactivity of a dicopper(II) complex of a patellamide derivative – possible biological functions of cyclic pseudopeptides

Peter Comba; Lawrence R. Gahan; Graeme R. Hanson; Michael Westphal

doi:10.1039/C2CC34836E

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Chemical Communications

Issue 75, 2012

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Phosphatase reactivity of a dicopper(II) complex of a patellamide derivative – possible biological functions of cyclic pseudopeptides

Peter Comba,*^a Lawrence R. Gahan,^b Graeme R. Hanson^c and Michael Westphal^a

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Universität Heidelberg, Anorganisch-Chemisches Institut, INF 270, D-69120 Heidelberg, Germany
E-mail: peter.comba@aci.uni-heidelberg.de ;
Fax: +49 6221 546617 ;
Tel: +49 6221 548453

School of Chemistry and Molecular Biosciences, The University of Queensland, Brisbane, Australia
E-mail: gahan@uq.edu.au ;
Tel: +61 7 336 53844

Centre for Advanced Imaging, The University of Queensland, Brisbane, Australia
E-mail: graeme.hanson@cai.uq.edu.au ;
Fax: +61 7 3365 3833 ;
Tel: +61 7 3365 3242

Chem. Commun., 2012,48, 9364-9366

DOI: 10.1039/C2CC34836E
Received 06 Jul 2012, Accepted 27 Jul 2012
First published online 27 Jul 2012

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A possible biological function of cyclic pseudo-octapeptides is presented. The dinuclear copper(II) complex of a synthetic analogue ([Cu₂(H₂Pat¹)(μ-OH)(OH₂)₂]) of the naturally occurring ascidiacyclamide is known to have a hydroxo-bridged dicopper(II) site which is able to catalytically transform CO₂ into CO₃²⁻. This complex is shown here to function as a phosphatase mimic, suggesting that the so far unknown biological function of these macrocycles within the ascidians may involve phosphoester hydrolysis.

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