Monoesterase activity of a purple acid phosphatase mimic with a cyclam platform

Comba, Peter, Gahan, Lawrence R., Hanson, Graeme R., Mereacre, Valeriu, Noble, Christopher J., Powell, Annie K., Prisecaru, Ion, Schenk, Gerhard and Zajaczkowski-Fischer, Marta (2012) Monoesterase activity of a purple acid phosphatase mimic with a cyclam platform. Chemistry: A European Journal, 18 6: 1700-1710. doi:10.1002/chem.201100229

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Author Comba, Peter
Gahan, Lawrence R.
Hanson, Graeme R.
Mereacre, Valeriu
Noble, Christopher J.
Powell, Annie K.
Prisecaru, Ion
Schenk, Gerhard
Zajaczkowski-Fischer, Marta
Title Monoesterase activity of a purple acid phosphatase mimic with a cyclam platform
Journal name Chemistry: A European Journal   Check publisher's open access policy
ISSN 0947-6539
Publication date 2012-02-06
Sub-type Article (original research)
DOI 10.1002/chem.201100229
Volume 18
Issue 6
Start page 1700
End page 1710
Total pages 11
Editor Compton, Neville
Place of publication Weinheim, Germany
Publisher Wiley
Collection year 2013
Language eng
Formatted abstract
The synthesis and characterization of a novel dinucleating ligand L (L=4,11-dimethyl-1,8-bis{2-[N-(di-2-pyridylmethyl)amino]ethyl}cyclam) and its μ-oxo-bridged diferric complex [(H2L){FeIII2(O)}(Cl)4]2+ are reported. This diiron(III) complex is the first example of a truly functional purple acid phosphatase (PAP) mimic as it accelerates the hydrolysis of the activated phosphomonoester 2,4-dinitrophenyl phosphate (DNPP). The spectroscopic and kinetic data indicate that only substrates that are monodentately bound to one of the two ferric ions can be attacked by a suitable nucleophile. This is, most probably, a terminal iron(III)-bound hydroxide. DFT calculations support this assumption and also highlight the importance of secondary interactions, exerted by the protonated cyclam platform, for the positioning and activation of the iron(III)-bound substrate. Similar effects are postulated in the native enzyme but addressed in PAP mimics for the first time.
Keyword Bioinorganic chemistry
Hydrogen bonds
Q-Index Code C1
Q-Index Status Confirmed Code
Institutional Status UQ

Document type: Journal Article
Sub-type: Article (original research)
Collections: Official 2013 Collection
School of Chemistry and Molecular Biosciences
Centre for Advanced Imaging Publications
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Citation counts: TR Web of Science Citation Count  Cited 26 times in Thomson Reuters Web of Science Article | Citations
Scopus Citation Count Cited 24 times in Scopus Article | Citations
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Created: Mon, 20 Feb 2012, 08:40:17 EST by Lucy O'Brien on behalf of School of Chemistry & Molecular Biosciences