Spatial structure, thermodynamics and kinetics of formation of hydrazones derived from pyridoxal 5′-phosphate and 2-furoic, thiophene-2-carboxylic hydrazides in solution

被引：39

作者：

Gamov, G. A. ^{[1
]}

Khodov, I. A. ^{[2
,3
]}

Belov, K. V. ^{[2
,4
]}

Zavalishin, M. N. ^{[1
]}

Kiselev, A. N. ^{[2
]}

Usacheva, T. R. ^{[1
]}

Sharnin, V. A. ^{[1
]}

机构：

[1] Ivanovo State Univ Chem & Technol, Res Inst Thermodynam & Kinet Chem Proc, Sheremetevskii Pr 7, Ivanovo 153000, Russia

[2] Russian Acad Sci, GA Krestov Inst Solut Chem, Akad Skaya Str 1, Ivanovo 153045, Russia

[3] Kazan Fed Univ, Kremlyovskaya Str 18, Kazan 420008, Russia

[4] Ivanovo State Univ, Dept Inorgan & Analyt Chem, Yennak Str 39, Ivanovo 153025, Russia

来源：

JOURNAL OF MOLECULAR LIQUIDS | 2019年 / 283卷

基金：

俄罗斯基础研究基金会;

关键词：

Pyridoxal 5 '-phosphate; Hydrazone; NOE; Conformers; Stability constant; Enthalpy; Rate constant; Spatial structure; Small molecules; MOLECULAR-DYNAMICS SIMULATIONS; ISONICOTINOYL HYDRAZONE; CONFORMATIONAL EXCHANGE; OXIDATIVE STRESS; SPIN-DIFFUSION; NOE; SPECTRA; IRON; MICROENVIRONMENT; ENHANCEMENT;

D O I：

10.1016/j.molliq.2019.03.125

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：

The spatial structure of pyridoxal 5'-phosphate hydrazones of 2-furoic hydrazide; thiophene-2-carboxylic hydrazide in aqueous solution was studied by means of quantum chemical calculations and NOE experiment. The hydrazones could exist as a mixture of different conformers; however, the specific ones could be suggested from experimental and calculated data. The stability constants of hydrazones at pH of 1.9; 6.6; 7.0; 7.4 were determined using UV-Vis spectroscopy. Rate constants of the hydrazone formation and hydrolysis reaction within the range of 6.6-7.4 pH were obtained. Isothermal calorimetric titration was performed in order to determine the change in the free Gibbs energy, enthalpy and entropy of hydrazones formation at pH of 6.6. Hydrazones were synthesized and characterized by means of H-1, C-13, P-31 NMR, IR, UV-Vis, fluorescent, MS-spectroscopy as well as DSC and elemental analysis. (C) 2019 Elsevier B.V. All rights reserved.

引用

页码：825 / 833

页数：9

共 72 条

[51] CONFORMATIONAL BEHAVIOR OF HYDRAZONE DERIVED FROM PYRIDOXAL 5 '-PHOSPHATE AND ISONIAZID [J].