Catalytic hydrolysis of esters of 2-hydroxypyridine derivatives for Cu2+ detection

被引:47
作者
Kovacs, Janos [1 ]
Mokhir, Andriy [1 ]
机构
[1] Univ Heidelberg, Inst Anorgan Chem, D-69120 Heidelberg, Germany
关键词
D O I
10.1021/ic7022242
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
Hydrolysis of activated esters, e.g., picolinic acid and alpha-amino acid esters, in the presence of Cu2+ salts is a stoichiometric process because products of this reaction bind the catalytic metal ion substantially stronger than starting materials do. Herein we report improved ester substrates, which are cleaved in the presence of catalytic amounts of Cu2+; 55 turnovers of hydrolysis are observed for the best substrate, acetic acid 2-hydroxypyridine ester. We demonstrate that this reaction can be used for sensitive and selective detection of Cu2+ by using both absorption and fluorescence spectroscopy.
引用
收藏
页码:1880 / 1882
页数:3
相关论文
共 29 条
[1]   Destabilizing universal linkers for signal amplification in self-ligating probes for RNA [J].
Abe, H ;
Kool, ET .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2004, 126 (43) :13980-13986
[2]  
ARAKI K, 1992, CHEM COMMUN, P1060
[3]   TERNARY COMPLEXES IN SOLUTION .37. ENHANCED STABILITY OF TERNARY COMPLEXES IN SOLUTION THROUGH THE PARTICIPATION OF HETEROAROMATIC-N BASES - COMPARISON OF THE COORDINATION TENDENCY OF PYRIDINE, IMIDAZOLE, AMMONIA, ACETATE, AND HYDROGEN PHOSPHATE TOWARD METAL-ION NITRILOTRIACETATE COMPLEXES [J].
BANERJEA, D ;
KADEN, TA ;
SIGEL, H .
INORGANIC CHEMISTRY, 1981, 20 (08) :2586-2590
[4]   Templated metal catalysis for single nucleotide specific DNA sequence detection [J].
Boll, I ;
Krämer, R ;
Brunner, J ;
Mokhir, A .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2005, 127 (21) :7849-7856
[5]   Metal complex catalysis on a double stranded DNA template [J].
Boll, Iris ;
Jentzsch, Elmar ;
Kraemer, Roland ;
Mokhir, Andriy .
CHEMICAL COMMUNICATIONS, 2006, (32) :3447-3449
[6]   DNA-templated metal catalysis [J].
Brunner, J ;
Mokhir, A ;
Kraemer, R .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2003, 125 (41) :12410-12411
[7]   Nucleic acid-triggered fluorescent probe activation by the staudinger reaction [J].
Cai, JF ;
Li, XX ;
Yue, X ;
Taylor, JS .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2004, 126 (50) :16324-16325
[8]   FLUOROMETRIC CHEMODOSIMETRY - MERCURY(II) AND SILVER(I) INDICATION IN WATER VIA ENHANCED FLUORESCENCE SIGNALING [J].
CHAE, MY ;
CZARNIK, AW .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1992, 114 (24) :9704-9705
[9]  
CROWTHER JR, 1995, METHODS MOL BIOL, V42
[10]   Reducing product inhibition in DNA-template-controlled ligation reactions [J].
Dose, Christian ;
Ficht, Simon ;
Seitz, Oliver .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2006, 45 (32) :5369-5373