Zinc enzyme modelling with zinc complexes of polar pyrazolylborate ligands

被引:11
作者
Olmo, C. Perez [1 ]
Boehmerle, K. [1 ]
Vahrenkamp, H. [1 ]
机构
[1] Univ Freiburg, Inst Anorgan & Analyt Chem, D-79104 Freiburg, Germany
关键词
bioinorganic chemistry; CO2; activation; ester cleavage; pyrazolylborate ligands; zinc; PHOSPHATE ESTER CLEAVAGE; HYDROXIDE COMPLEXES; SYNTHETIC ANALOGS; CRYSTAL-STRUCTURE; HYDROLYSIS; CHEMISTRY; DONORS; ION;
D O I
10.1016/j.ica.2006.08.021
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
The Zn-OH2, and Zn-OH complexes of the new tris(pyrazolyl)borate ligands with pyridyl and carboxamido substituents were investigated for their reactivity towards hydrolyzeable substrates. Tp(4-Py,Me)Zn-OH inserted CO2 and CS2 in methanol forming the Zn-OCO-OMe and Zn-SCSOMe products. In non-aqueous media, both types of complexes with both types of substituents on the Tp ligands effected stoichiometric cleavage of tris(p-nitrophenyl)phosphate and p-nitrophenyl acetate. In solutions containing water and the MOPS buffer, up to eight p-nitrophenyl groups per equivalent of zinc complex could be cleaved from the esters, and the resulting bis(p-nitrophenyl)phosphate was also degraded to mono(p-nitrophenyl)phosphate. This is the first time that pyrazolylborate-zinc complexes have shown catalytic activity in hydrolytic reactions. (c) 2006 Elsevier B.V. All rights reserved.
引用
收藏
页码:1510 / 1516
页数:7
相关论文
共 38 条
[1]   Zinc(II) complexes of tripodal ligands providing phenolate and pyridine donors: Formation, structure and hydrolytic activity [J].
Adams, H ;
Bailey, NA ;
Fenton, DE ;
He, QY .
JOURNAL OF THE CHEMICAL SOCIETY-DALTON TRANSACTIONS, 1996, (13) :2857-2865
[2]  
Albedyhl S, 2001, EUR J INORG CHEM, P1457
[3]   AN L(3)ZNOH COMPLEX AS A FUNCTIONAL-MODEL OF THE ENZYME CARBONIC-ANHYDRASE [J].
ALSFASSER, R ;
RUF, M ;
TROFIMENKO, S ;
VAHRENKAMP, H .
CHEMISCHE BERICHTE-RECUEIL, 1993, 126 (03) :703-710
[4]   Correlation of structure and function in oligonuclear zinc(II) model phosphatases [J].
Bauer-Siebenlist, B ;
Meyer, F ;
Farkas, E ;
Vidovic, D ;
Cuesta-Seijo, JA ;
Herbst-Irmer, R ;
Pritzkow, H .
INORGANIC CHEMISTRY, 2004, 43 (14) :4189-4202
[5]   Carboxy and diphosphate ester hydrolysis promoted by dinuclear zinc(II) macrocyclic complexes. Role of Zn(II)-bound hydroxide as the nucleophilic function [J].
Bencini, A ;
Berni, E ;
Bianchi, A ;
Fedi, V ;
Giorgi, C ;
Paoletti, P ;
Valtancoli, B .
INORGANIC CHEMISTRY, 1999, 38 (26) :6323-+
[6]   Pyrazolylborate-zinc alkoxide complexes. 2. Solvolytic chemistry [J].
Brombacher, H ;
Vahrenkamp, H .
INORGANIC CHEMISTRY, 2004, 43 (19) :6050-6053
[7]   TRIS(IMIDAZOLE)-CONTAINING PHOSPHINE - M2+ COMPLEXES AS BIOMIMETIC CATALYSTS - IMPORTANCE OF A L-M2+-OH- IN THE CATALYZED BIMOLECULAR HYDROLYSIS OF PARA-NITROPHENYL PICOLINATE [J].
BROWN, RS ;
ZAMKANEI, M ;
COCHO, JL .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1984, 106 (18) :5222-5228
[8]  
BROWN RS, 1983, ZINC ENZYMES, P55
[9]   SELECTIVE HYDROLYSIS OF PHOSPHATE-ESTERS, NITROPHENYL PHOSPHATES AND UPU, BY DIMERIC ZINC-COMPLEXES DEPENDS ON THE SPACER LENGTH [J].
CHAPMAN, WH ;
BRESLOW, R .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1995, 117 (20) :5462-5469
[10]  
CHRISTIANSON DW, 1991, ADV PROTEIN CHEM, V42, P281