2.2.1. HPLC of amines as o-phthalaldehyde derivatives

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Abstract

Summaryo1.)HPLC quantitation of amines as OPA derivatives has been evaluated and discussed.2.)Stability and characteristics of the C1-C8 aliphatic monoamines, several diamines, including biogenic amines, derivatized with various SH-additives containing OPA reagents of different compositions have been studied from an analytical and theoretical point of view, equally.3.)Stoichiometric studies have been followed as a function of the reaction time by using different SH-additives, varing the molar ratios of OPA/SH-additive from 1/0.5 to 1/50.4.)The composition of derivatives was determined by on-line HPL/MS(ESI) measurements.5.)As a result of an exhaustive derivatization program, performed under strictly the same practical conditions, we obtained comparable results and new knowledge: (i) in the case of the C1-C5 aliphatic amines it has been shown that the use of the OPA/MAP and/or the OPA/NAC=1/50 reagent resulted in two benefits: in an increased stability of the derivatives and in a lower number of species formed, consequently these reagents proved to be proper for their quantitation purposes. (ii) Derivatization studies performed with hexyl, heptyl and ocytl amines revealed that applying the OPA/SH-additive=1/50 reagents, in order to inhibit the formation of the two OPA derivative-containing product, resulted in an additional, transformed OPA derivative: detected and determined by HPLC for the first time, (on the basis of on line HPLC/MS(ESI measurements), these proved to be the two SH-additive-containing OPA derivatives. The proportion of the transformed derivatives can be unambigously influenced by the quality of SH-additive, by the composition of the OPA reagent, i.e., by the molar ratio of the OPA to the SH-additive and by the pH of derivatizations. In terms of side reaction free derivatization the OPA/ET reagents proved to be superb compared to the OPA/MPA one. (iii) In order to improve stability and to increase responses of spermidine and spermine a new principle, the two step derivatization of biogenic amines, has been introduced, applying the OPA/ET/FMOC reagent.

Original languageEnglish
Pages (from-to)405-444
Number of pages40
JournalJournal of Chromatography Library
Volume70
Issue numberC
DOIs
Publication statusPublished - 2005

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o-Phthalaldehyde
Amines
High Pressure Liquid Chromatography
Derivatives
Biogenic Amines
Chemical analysis
Diamines
Spermidine
Spermine

ASJC Scopus subject areas

  • Analytical Chemistry
  • Filtration and Separation
  • Biochemistry
  • Clinical Biochemistry

Cite this

2.2.1. HPLC of amines as o-phthalaldehyde derivatives. / Molnár-Perl, I.

In: Journal of Chromatography Library, Vol. 70, No. C, 2005, p. 405-444.

Research output: Contribution to journalArticle

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AB - Summaryo1.)HPLC quantitation of amines as OPA derivatives has been evaluated and discussed.2.)Stability and characteristics of the C1-C8 aliphatic monoamines, several diamines, including biogenic amines, derivatized with various SH-additives containing OPA reagents of different compositions have been studied from an analytical and theoretical point of view, equally.3.)Stoichiometric studies have been followed as a function of the reaction time by using different SH-additives, varing the molar ratios of OPA/SH-additive from 1/0.5 to 1/50.4.)The composition of derivatives was determined by on-line HPL/MS(ESI) measurements.5.)As a result of an exhaustive derivatization program, performed under strictly the same practical conditions, we obtained comparable results and new knowledge: (i) in the case of the C1-C5 aliphatic amines it has been shown that the use of the OPA/MAP and/or the OPA/NAC=1/50 reagent resulted in two benefits: in an increased stability of the derivatives and in a lower number of species formed, consequently these reagents proved to be proper for their quantitation purposes. (ii) Derivatization studies performed with hexyl, heptyl and ocytl amines revealed that applying the OPA/SH-additive=1/50 reagents, in order to inhibit the formation of the two OPA derivative-containing product, resulted in an additional, transformed OPA derivative: detected and determined by HPLC for the first time, (on the basis of on line HPLC/MS(ESI measurements), these proved to be the two SH-additive-containing OPA derivatives. The proportion of the transformed derivatives can be unambigously influenced by the quality of SH-additive, by the composition of the OPA reagent, i.e., by the molar ratio of the OPA to the SH-additive and by the pH of derivatizations. In terms of side reaction free derivatization the OPA/ET reagents proved to be superb compared to the OPA/MPA one. (iii) In order to improve stability and to increase responses of spermidine and spermine a new principle, the two step derivatization of biogenic amines, has been introduced, applying the OPA/ET/FMOC reagent.

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