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Supramolecular Phosphatases Formed by the Self‐Assembly of the Bis(Zn 2+ –Cyclen) Complex, Copper(II), and Barbital Derivatives in Water
Author(s) -
Zulkefeli Mohd,
Hisamatsu Yosuke,
Suzuki Asami,
Miyazawa Yuya,
Shiro Motoo,
Aoki Shin
Publication year - 2014
Publication title -
chemistry – an asian journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.18
H-Index - 106
eISSN - 1861-471X
pISSN - 1861-4728
DOI - 10.1002/asia.201402513
Subject(s) - chemistry , supramolecular chemistry , barbital , hydrolysis , cyclen , aqueous solution , phosphatase , catalysis , copper , linker , phosphate , stereochemistry , crystallography , medicinal chemistry , combinatorial chemistry , crystal structure , organic chemistry , enzyme , chromatography , computer science , operating system
In our previous paper, we reported that a dimeric Zn 2+ complex with a 2,2′‐bipyridyl linker (Zn 2 L 1 ), cyanuric acid (CA), and a Cu 2+ 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 Zn 2 L 1 and Cu 2+ induces 2:2:2 complexation of these components, and not the 4:4:4 complex, to form supramolecular complex 6 a , the structure and equilibrium characteristics of which were studied by analytical and physical measurements. The finding show that 6 a also accelerates the hydrolysis of MNP, similarly to 3 . Moreover, inspired by the crystal structure of 6 a , 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 Cu 2 (μ‐OH) 2 catalytic core so as to mimic the catalytic center of alkaline phosphatase (AP).