SCHIFF-BASES OF 5'-DEOXYPYRIDOXAL WITH NORMAL-HEXYLAMINE IN WATER-DIOXANE MIXTURES - INFLUENCE OF POLARITY OF THE MEDIUM ON THE CATALYSIS OF FORMATION

被引：28

作者：

VAZQUEZ, MA

DONOSO, J

MUNOZ, F

BLANCO, FG

DELVADO, MAG

ECHEVARRIA, G

机构：

[1] UNIV COMPLUTENSE MADRID,FAC FARM,DEPT FISICOQUIM,E-28040 MADRID,SPAIN

[2] UNIV ALCALA DE HENARES,DEPT QUIM FIS,E-28871 ALCALA DE HENARES,SPAIN

来源：

JOURNAL OF MOLECULAR CATALYSIS | 1990年 / 59卷 / 01期

关键词：

D O I：

10.1016/0304-5102(90)85093-W

中图分类号：

O64 [物理化学（理论化学）、化学物理学];

学科分类号：

070304 ; 081704 ;

摘要：

Formation of Schiff bases of n-hexylamine with 5'-deoxypyridoxal in water-dioxan mixtures (0, 50, 70 and 100% dioxane v v) have been studied by kinetic methods. The formation and the hydrolysis rate constants, the equilibrium constants and the pK values have been measured at 25 ° and 0.1 M ionic strength. This study shows that a decrease in the polarity of the medium and the lack of phosphate group do not affect the intramolecular general acid-base catalysis for the formation of the Schiff base. The results also indicate the important role played by the solvent composition in the formation of Schiff bases. © 1990.

引用

收藏

页码：137 / 145

页数：9

相关论文

共 27 条

[1] CATALYTIC REACTIONS INVOLVING AZOMETHINES .7. RATES AND EQUILIBRIA OF ALDIMINE FORMATION WITH 3-HYDROXYPYRIDINE-4-ALDEHYDE AND ALANINE [J].

AULD, DS ;

BRUICE, TC .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1967, 89 (09) :2083-&

[2] INTERPRETATION OF PH MEASUREMENTS IN ALCOHOL-WATER SOLVENTS [J].

BATES, RG ;

BAABO, M ;

ROBINSON, RA .

JOURNAL OF PHYSICAL CHEMISTRY, 1963, 67 (09) :1833-&

[3] FUNCTION OF PYRIDOXAL 5'-PHOSPHATE IN GLYCOGEN-PHOSPHORYLASE - A MODEL STUDY USING 6-FLUORO-5'-DEOXYPYRIDOXAL-RECONSTITUTED AND 5'-DEOXYPYRIDOXAL-RECONSTITUTED ENZYMES [J].

CHANG, YC ;

SCOTT, RD ;

GRAVES, DJ .

BIOCHEMISTRY, 1987, 26 (02) :360-367

[4] MECHANISM OF HYDROLYSIS OF SCHIFF BASES DERIVED FROM ALIPHATIC AMINES [J].

CORDES, EH ;

JENCKS, WP .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1963, 85 (18) :2843-&

[5]

CORTIJO M, 1988, J BIOL CHEM, V263, P17960

[6] INFLUENCE OF POLARITY OF THE MEDIUM ON THE CATALYSIS OF FORMATION AND STABILITY OF THE SCHIFF-BASE FROM PYRIDOXAL 5'-PHOSPHATE AND NORMAL-HEXYLAMINE [J].

DELVADO, MAG ;

ECHEVARRIA, GR ;

GARCIAESPANTALEON, A ;

DONOSO, J ;

MUNOZ, F ;

BLANCO, FG .

JOURNAL OF MOLECULAR CATALYSIS, 1988, 44 (03) :313-322

[7] KINETIC AND THERMODYNAMIC PARAMETERS FOR SCHIFFS BASE FORMATION BETWEEN PYRIDOXAL 5'-PHOSPHATE AND NORMAL-HEXYLAMINE [J].

DELVADO, MAG ;

DONOSO, J ;

MUNOZ, F ;

ECHEVARRIA, GR ;

BLANCO, FG .

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 2, 1987, (04) :445-448

[8] STUDY OF THE HYDROLYSIS AND IONIZATION-CONSTANTS OF SCHIFF-BASE FROM PYRIDOXAL 5'-PHOSPHATE AND N-HEXYLAMINE IN PARTIALLY AQUEOUS SOLVENTS - AN APPLICATION TO PHOSPHORYLASE-B [J].

DONOSO, J ;

MUNOZ, F ;

DELVADO, AG ;

ECHEVARRIA, G ;

BLANCO, FG .

BIOCHEMICAL JOURNAL, 1986, 238 (01) :137-144

[9] 3-DIMENSIONAL STRUCTURE OF A PYRIDOXAL-PHOSPHATE-DEPENDENT ENZYME, MITOCHONDRIAL ASPARTATE-AMINOTRANSFERASE [J].

FORD, GC ;

EICHELE, G ;

JANSONIUS, JN .

PROCEEDINGS OF THE NATIONAL ACADEMY OF SCIENCES OF THE UNITED STATES OF AMERICA-BIOLOGICAL SCIENCES, 1980, 77 (05) :2559-2563

[10] CATALYTIC REACTIONS INVOVING AZOMETHINES .V. RATES AND EQUILIBRIA OF IMINE FORMATION WITH 3-HYDROXYPYRIDINE-4-ALDEHYDE AND AMINO ACIDS [J].

FRENCH, TC ;

AULD, DS ;

BRUICE, TC .

BIOCHEMISTRY, 1965, 4 (01) :77-&