Carbonic anhydrase activators: Activation of isozyme XIII with amino acids and amines

被引:45
作者
Parkkila, Seppo
Vullo, Daniela
Puccetti, Luca
Parkkila, Anna-Kaisa
Scozzafava, Andrea
Supuran, Claudiu T.
机构
[1] Univ Florence, Chim Bioorgan Lab, I-50019 Sesto Fiorentino, Firenze, Italy
[2] Tampere Univ, Tampere Univ Hosp, Inst Med Technol, FIN-33520 Tampere, Finland
[3] Osped San Lazzaro, Div Urol, I-12051 Cuneo, Italy
[4] Tampere Univ Hosp, Dept Neurol, FIN-33520 Tampere, Finland
基金
芬兰科学院;
关键词
carbonic anhydrase; isozyme XIII; enzyme activator; amino acid; amine;
D O I
10.1016/j.bmcl.2006.05.023
中图分类号
R914 [药物化学];
学科分类号
100701 ;
摘要
The first activation study of isoform XIII of carbonic anhydrase (CA, EC 4.2.1.1) is reported. A series of amino acids and amines incorporating protonatable moieties of the primary/heterocyclic amine type were included in the study. As for CA I and 11, CA XIII activators enhance k(cat) and show no effect on K-M, for the physiologic reaction catalyzed by this isoform. Excellent CA XIII activating properties were shown by D-amino acids (His, Phe, DOPA, and Trp), serotonin, and 4-(2-aminoethyl)-morpholine, whereas the corresponding L-amino acids, dopamine, histamine, and 1-(2-aminoethyl)-piperazine, were weaker activators. (c) 2006 Elsevier Ltd. All rights reserved.
引用
收藏
页码:3955 / 3959
页数:5
相关论文
共 21 条
[1]   A role for branched-chain amino acids in reducing central fatigue [J].
Blomstrand, E .
JOURNAL OF NUTRITION, 2006, 136 (02) :544S-547S
[2]   Carbonic anhydrase activators: X-ray crystallographic and spectroscopic investigations for the interaction of isozymes I and II with histamine [J].
Briganti, F ;
Mangani, S ;
Orioli, P ;
Scozzafava, A ;
Vernaglione, G ;
Supuran, CT .
BIOCHEMISTRY, 1997, 36 (34) :10384-10392
[3]   Carbonic anhydrase: Evolution of the zinc binding site by nature and by design [J].
Christianson, DW ;
Fierke, CA .
ACCOUNTS OF CHEMICAL RESEARCH, 1996, 29 (07) :331-339
[4]   Among the twenty classical L-amino acids, only glutamate directly activates metabotropic glutamate receptors [J].
Frauli, M ;
Neuville, P ;
Vol, C ;
Pin, JP ;
Prézeau, L .
NEUROPHARMACOLOGY, 2006, 50 (02) :245-253
[5]  
Ilies M, 2004, CRC ENZYM INHIB SER, P317
[6]   Carbonic anhydrase inhibitors. Inhibition of the newly isolated murine isozyme XIII with anions [J].
Innocenti, A ;
Lehtonen, JM ;
Parkkila, S ;
Scozzafava, A ;
Supuran, CT .
BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 2004, 14 (21) :5435-5439
[7]  
Izumi Mina, 2006, No To Hattatsu, V38, P27
[8]  
KHALIFAH RG, 1971, J BIOL CHEM, V246, P2561
[9]   Characterization of CA XIII, a novel member of the carbonic anhydrase isozyme family [J].
Lehtonen, J ;
Shen, BR ;
Vihinen, M ;
Casini, A ;
Scozzafava, A ;
Supuran, CT ;
Parkkila, AK ;
Saarnio, J ;
Kivelä, AJ ;
Waheed, A ;
Sly, WS ;
Parkkila, S .
JOURNAL OF BIOLOGICAL CHEMISTRY, 2004, 279 (04) :2719-2727
[10]   Carbonic anhydrase inhibitors. Inhibition of cytosolic isozyme XIII with aromatic and heterocyclic sulfonamides: a novel target for the drug design [J].
Lehtonen, JM ;
Parkkila, S ;
Vullo, D ;
Casini, A ;
Scozzafava, A ;
Supuran, CT .
BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 2004, 14 (14) :3757-3762