Behavior and characteristics of the o-phthaldialdehyde derivatives of n-C6-C8 amines and phenylethylamines with four additive SH-containing reagents

被引:14
作者
Hanczkó, R
Kutlán, D
Tóth, F
Molnár-Perl, I
机构
[1] Eotvos Lorand Univ, Inst Inorgan & Analyt Chem, H-1518 Budapest 112, Hungary
[2] Cent Serv Plant Protect, H-1118 Budapest, Hungary
[3] Soil Conservat Chem Dept, H-1118 Budapest, Hungary
关键词
amines; phenylethylamine; phthaldialdehyde;
D O I
10.1016/j.chroma.2003.11.022
中图分类号
Q5 [生物化学];
学科分类号
071010 ; 081704 ;
摘要
The stability and characteristics of the C-6-C-8 n-aliphatic and phenylethylamines have been investigated as their o-phthaldialdehyde (OPA)/3-mercaptopropionic acid, OPA/N-acetyl-L-cysteine, OPA/2-mercaptoethanol and OPA/ethanethiol derivatives. Stoichiometric studies have been followed by photodiode array and fluorescence detection, simultaneously, while the composition of derivatives was confirmed by on line HPLC-electrospray ionization (ESI)-MS measurements. All four amines having in their original structure the NH2-CH2- moiety in accordance with the C-1-C-4 aliphatic, mono and diamines and amino acids of the same structure-furnished more than one OPA derivative: their initially formed isoindoles transform to further ones. Depending on the composition of the OPA reagents and on the pH of derivatizations different type of transformed species have been identified, in various proportions. Applying the OPA/SH additive reagent in the molar ratio of 1/3, favors the formation of one additional OPA molecule-containing isoindole, while using the OPA/SH additive (1/50) reagent resulted in the formation of one additional SH additive-containing species, identified and measured at the first time by HPLC. Transformation rate and stability of derivatives proved to be associated with the composition of the OPA reagent, with the type of the SH additive, with the pH of derivatizations, and, in selected cases also with the chain length of the amine. Results of stoichiometric and mechanism studies have been utilized to define optimum analytical conditions. (C) 2003 Elsevier B.V. All rights reserved.
引用
收藏
页码:51 / 66
页数:16
相关论文
共 14 条