Supramolecular phosphatases formed by the self-assembly of the bis(Zn2+-cyclen) complex, copper(II), and barbital derivatives in water

In our previous paper, we reported that a dimeric Zn2+ complex with a 2,2′-bipyridyl linker (Zn2L1), cyanuric acid (CA), and a Cu2+ ion automatically assemble in aqueous solution to form 4:4:4 complex 3, which selectively catalyzes the hydrolysis of mono(4-nitrophenyl)phosphate (MNP) at neutral pH....

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Published in:Chemistry - An Asian Journal
Main Author: Zulkefeli M.; Hisamatsu Y.; Suzuki A.; Miyazawa Y.; Shiro M.; Aoki S.
Format: Article
Language:English
Published: John Wiley and Sons Ltd 2014
Online Access:https://www.scopus.com/inward/record.uri?eid=2-s2.0-84920710764&doi=10.1002%2fasia.201402513&partnerID=40&md5=869cbe4ffee981c16c29c7a0ebd5ab64
id 2-s2.0-84920710764
spelling 2-s2.0-84920710764
Zulkefeli M.; Hisamatsu Y.; Suzuki A.; Miyazawa Y.; Shiro M.; Aoki S.
Supramolecular phosphatases formed by the self-assembly of the bis(Zn2+-cyclen) complex, copper(II), and barbital derivatives in water
2014
Chemistry - An Asian Journal
9
10
10.1002/asia.201402513
https://www.scopus.com/inward/record.uri?eid=2-s2.0-84920710764&doi=10.1002%2fasia.201402513&partnerID=40&md5=869cbe4ffee981c16c29c7a0ebd5ab64
In our previous paper, we reported that a dimeric Zn2+ complex with a 2,2′-bipyridyl linker (Zn2L1), cyanuric acid (CA), and a Cu2+ ion automatically assemble in aqueous solution to form 4:4:4 complex 3, which selectively catalyzes the hydrolysis of mono(4-nitrophenyl)phosphate (MNP) at neutral pH. Herein, we report that the use of barbital (Bar) instead of CA for the self-assembly with Zn2L1 and Cu2+ induces 2:2:2 complexation of these components, and not the 4:4:4 complex, to form supramolecular complex 6a, the structure and equilibrium characteristics of which were studied by analytical and physical measurements. The finding show that 6a also accelerates the hydrolysis of MNP, similarly to 3. Moreover, inspired by the crystal structure of 6a, we prepared barbital units that contain functional groups on their side chains in an attempt to produce supramolecular phosphatases that possess functional groups near the Cu2(μ-OH)2 catalytic core so as to mimic the catalytic center of alkaline phosphatase (AP). © 2014 Wiley-VCH Verlag GmbH & Co. KGaA.
John Wiley and Sons Ltd
18614728
English
Article

author Zulkefeli M.; Hisamatsu Y.; Suzuki A.; Miyazawa Y.; Shiro M.; Aoki S.
spellingShingle Zulkefeli M.; Hisamatsu Y.; Suzuki A.; Miyazawa Y.; Shiro M.; Aoki S.
Supramolecular phosphatases formed by the self-assembly of the bis(Zn2+-cyclen) complex, copper(II), and barbital derivatives in water
author_facet Zulkefeli M.; Hisamatsu Y.; Suzuki A.; Miyazawa Y.; Shiro M.; Aoki S.
author_sort Zulkefeli M.; Hisamatsu Y.; Suzuki A.; Miyazawa Y.; Shiro M.; Aoki S.
title Supramolecular phosphatases formed by the self-assembly of the bis(Zn2+-cyclen) complex, copper(II), and barbital derivatives in water
title_short Supramolecular phosphatases formed by the self-assembly of the bis(Zn2+-cyclen) complex, copper(II), and barbital derivatives in water
title_full Supramolecular phosphatases formed by the self-assembly of the bis(Zn2+-cyclen) complex, copper(II), and barbital derivatives in water
title_fullStr Supramolecular phosphatases formed by the self-assembly of the bis(Zn2+-cyclen) complex, copper(II), and barbital derivatives in water
title_full_unstemmed Supramolecular phosphatases formed by the self-assembly of the bis(Zn2+-cyclen) complex, copper(II), and barbital derivatives in water
title_sort Supramolecular phosphatases formed by the self-assembly of the bis(Zn2+-cyclen) complex, copper(II), and barbital derivatives in water
publishDate 2014
container_title Chemistry - An Asian Journal
container_volume 9
container_issue 10
doi_str_mv 10.1002/asia.201402513
url https://www.scopus.com/inward/record.uri?eid=2-s2.0-84920710764&doi=10.1002%2fasia.201402513&partnerID=40&md5=869cbe4ffee981c16c29c7a0ebd5ab64
description In our previous paper, we reported that a dimeric Zn2+ complex with a 2,2′-bipyridyl linker (Zn2L1), cyanuric acid (CA), and a Cu2+ ion automatically assemble in aqueous solution to form 4:4:4 complex 3, which selectively catalyzes the hydrolysis of mono(4-nitrophenyl)phosphate (MNP) at neutral pH. Herein, we report that the use of barbital (Bar) instead of CA for the self-assembly with Zn2L1 and Cu2+ induces 2:2:2 complexation of these components, and not the 4:4:4 complex, to form supramolecular complex 6a, the structure and equilibrium characteristics of which were studied by analytical and physical measurements. The finding show that 6a also accelerates the hydrolysis of MNP, similarly to 3. Moreover, inspired by the crystal structure of 6a, we prepared barbital units that contain functional groups on their side chains in an attempt to produce supramolecular phosphatases that possess functional groups near the Cu2(μ-OH)2 catalytic core so as to mimic the catalytic center of alkaline phosphatase (AP). © 2014 Wiley-VCH Verlag GmbH & Co. KGaA.
publisher John Wiley and Sons Ltd
issn 18614728
language English
format Article
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record_format scopus
collection Scopus
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