Kinetic and solvent isotope effects in oxidation of halogen derivatives of tyramine catalyzed by monoamine oxidase A

被引：1

作者：

Pajak, Malgorzata ^{[1
]}

机构：

[1] Warsaw Univ, Dept Chem, Pasteur 1 Str, PL-02093 Warsaw, Poland

来源：

JOURNAL OF BIOCHEMISTRY | 2020年 / 167卷 / 01期

关键词：

deuterium; enzyme mechanism; 3 '-halo-tyramines; isotope effects; MAO A; AMINE OXIDATION; PH-DEPENDENCE; MECHANISM; METABOLISM; BINDING; ACID; H-2;

D O I：

10.1093/jb/mvz089

中图分类号：

Q5 [生物化学]; Q7 [分子生物学];

学科分类号：

071010 ; 081704 ;

摘要：

The isotope effects approach was used to elucidate the mechanism of oxidative deamination of 3'-halotyramines, catalyzed by monoamine oxidase A (EC 1.4.3.4). The numerical values of kinetic isotope effect (KIE) and solvent isotope effect (SIE) were established using a non-competitive spectrophotometric technique. Based upon KIE and SIE values, some of the mechanistic details of investigated reaction were discussed.

引用

页码：49 / 54

页数：6

共 38 条

[1] Reaction Mechanism of Monoamine Oxidase from QM/MM Calculations [J].

Abad, Enrique ;

Zenn, Roland K. ;

Kaestner, Johannes .

JOURNAL OF PHYSICAL CHEMISTRY B, 2013, 117 (46) :14238-14246

[2] In vivo metabolism and partitioning of 6-[18F]fluoro-L-meta-tyrosine in whole blood:: a unified compartment model [J].

Asselin, MC ;

Wahl, LM ;

Cunningham, VJ ;

Amano, S ;

Nahmias, C .

PHYSICS IN MEDICINE AND BIOLOGY, 2002, 47 (11) :1961-1977

[3] A comparative computational investigation on the proton and hydride transfer mechanisms of monoamine oxidase using model molecules [J].

Atalay, Vildan Enisoglu ;

Erdem, Safiye Sag .

COMPUTATIONAL BIOLOGY AND CHEMISTRY, 2013, 47 :181-191

[4] THE ABSOLUTE OPTICAL SPECIFICITY OF MONOAMINE OXIDASE [J].

BELLEAU, B ;

FANG, M ;

BURBA, J ;

MORAN, J .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1960, 82 (21) :5752-5754

[5] DEUTERIUM ISOTOPE EFFECTS IN RELATION TO CHEMICAL MECHANISM OF MONOAMINE OXIDASE [J].

BELLEAU, B ;

MORAN, J .

ANNALS OF THE NEW YORK ACADEMY OF SCIENCES, 1963, 107 (03) :822-&

[6]

Cesura A M, 1992, Prog Drug Res, V38, P171

[7] The use of isotope effects to determine enzyme mechanisms [J].

Cleland, WW .

ARCHIVES OF BIOCHEMISTRY AND BIOPHYSICS, 2005, 433 (01) :2-12

[8]

COENEN HH, 1993, DEV NUC MED, V23, P109

[9] The pH dependence of kinetic isotope effects in monoamine oxidase A indicates stabilization of the neutral amine in the enzyme-substrate complex [J].

Dunn, Rachel V. ;

Marshall, Ker R. ;

Munro, Andrew W. ;

Scrutton, Nigel S. .

FEBS JOURNAL, 2008, 275 (15) :3850-3858

[10] Kinetic Isotope Effects on Dehalogenations at an Aromatic Carbon [J].

Dybala-Defratyka, Agnieszka ;

Szatkowski, Lukasz ;

Kaminski, Rafal ;

Wujec, Monika ;

Siwek, Agata ;

Paneth, Piotr .

ENVIRONMENTAL SCIENCE & TECHNOLOGY, 2008, 42 (21) :7744-7750

← 1 2 3 4 →