Evaluating Binuclear Copper(II) Complexes for Glycoside Hydrolysis

被引：34

作者：

Striegler, Susanne ^{[1
]}

Dunaway, Natasha A. ^{[1
]}

Gichinga, Moses G. ^{[1
]}

Barnett, James D. ^{[1
]}

Nelson, Anna-Gay D. ^{[1
]}

机构：

[1] Auburn Univ, Dept Chem & Biochem, Auburn, AL 36849 USA

来源：

INORGANIC CHEMISTRY | 2010年 / 49卷 / 06期

基金：

美国国家科学基金会;

关键词：

METAL-COMPLEXES; PHOSPHODIESTER HYDROLYSIS; CYCLODEXTRIN DERIVATIVES; ARTIFICIAL GLYCOSIDASES; MAGNETIC-INTERACTIONS; MOLECULAR-STRUCTURE; DINUCLEAR; EFFICIENT; CLEAVAGE; CATALYST;

D O I：

10.1021/ic9014064

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

Three binuclear copper(II) complexes were characterized as solids by X-ray diffraction and in solution by UV/vis spectrophotometric titration, and subsequently evaluated for their glycosidase-like activity. The structure analysis revealed comparable intermetallic Cu center dot center dot center dot Cu distances (similar to 3.5 angstrom) for the complexes 2 and 3. Despite this similarity, the composition of the complexes differs significantly in aqueous solution as revealed by spectrophotometric titrations. The hydrolysis of selected nitrophenylglycopyranosides is up to 11,000-fold accelerated over background in the presence of the copper(II) complexes in 3-(cyclohexylamino)-1-propanesulfonic acid (CAPS) buffer at pH 10.5 and 30 degrees C.

引用

页码：2639 / 2648

页数：10

共 48 条

[1] Efficient electrophilic catalysis of 1,5-anhydrocellobiitol hydrolysis by AlIII;: implications for the conservation of "rosin-alum" sized paper [J].

Baty, J ;

Sinnott, ML .

CHEMICAL COMMUNICATIONS, 2004, (07) :866-867

[2]

Binstead RA., 2000, SPECFIT 32 GLOBAL AN

[3] Hydrolysis of toxic natural glucosides catalyzed by cyclodextrin dicyanohydrins [J].

Bjerre, Jeannette ;

Nielsen, Erik Holm ;

Bols, Mikael .

EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2008, 2008 (04) :745-752

[4] Synthesis of some trifluoromethylated cyclodextrin derivatives and analysis of their properties as artificial glycosidases and oxidases [J].

Bjerre, Jeannette ;

Fenger, Thomas Hauch ;

Marinescu, Lavinia G. ;

Bols, Mikael .

EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2007, 2007 (04) :704-710

[5] Binuclear copper(II) complexes containing phenols and catechols [J].

Butcher, RJ ;

Diven, G ;

Erickson, G ;

Jasinski, J ;

Mockler, GM ;

Pozdniakov, RY ;

Sinn, E .

INORGANICA CHIMICA ACTA, 1995, 239 (1-2) :107-116

[6] A METAL-ION CATALYSED GLUCOSIDE HYDROLYSIS [J].

CLARK, CR ;

HAY, RW ;

DEA, ICM .

JOURNAL OF THE CHEMICAL SOCIETY D-CHEMICAL COMMUNICATIONS, 1970, (13) :794-&

[7]

Farrugia L.J., 1997, J. Appl. Crystallogr., V30, P565, DOI [10.1107/S0021889897003117, DOI 10.1107/S0021889897003117]

[8] Efficient phosphodiester binding and cleavage by a ZnII complex combining hydrogen-bonding interactions and double lewis acid activation [J].

Feng, Guoqiang ;

Natale, Daniela ;

Prabaharan, Ravi ;

Mareque-Rivas, Juan C. ;

Williams, Nicholas H. .

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2006, 45 (42) :7056-7059

[9] Hydrolysis of unactivated esters and acetonitrile hydration by a hydroxo-dicopper(II) complex [J].

Frey, ST ;

Murthy, NN ;

Weintraub, ST ;

Thompson, LK ;

Karlin, KD .

INORGANIC CHEMISTRY, 1997, 36 (06) :956-+

[10] Crystal structure, solution properties and hydrolytic activity of an alkoxo-bridged dinuclear copper(II) complex, as a ribonuclease model [J].

Gajda, T ;

Jancsó, A ;

Mikkola, S ;

Lönnberg, H ;

Sirges, H .

JOURNAL OF THE CHEMICAL SOCIETY-DALTON TRANSACTIONS, 2002, (08) :1757-1763

← 1 2 3 4 5 →