Review: Derivatization in mass spectrometry-6. Formation of mixed derivatives of polyfunctional compounds

Eur. J. Mass Spectrom. 11, 611–636 (2005)
DOI: 10.1255/ejms.773

Review: Derivatization in mass spectrometry-6. Formation of mixed derivatives of polyfunctional compounds

Vladimir G. Zaikin
Topchiev Institute of Petrochemical Synthesis, Russian Academy of Sciences, Leninsky prospect 29, 119991 Moscow, Russia. E-mail: zaikin@ips.ac.ru
John M. Halket
Drug Control Centre, King’s College London, Franklin-Wilkins Building, Stamford Street, London SE1 9NH, UK. E-mail: john.halket@kcl.ac.uk

ABSTRACT:

The review describes chemical transformations of multifunctional compounds (amino acids and peptides, amino alcohols, amino thiols, hydroxy acids, oxo acids, oxo alcohols, compounds containing simultaneously three or more different groups etc.) by using step-wise or one-step modification or protection of functional groups. Some chemical aspects of mixed derivatization performed for improving the physical-chemical properties and mass spectral characteristics are discussed. Application of mixed derivatization to qualitative and quantitative analysis of various multifunctional compounds mainly in biological fluids and other matrices by gas chromatography/mass spectrometry in electron ionization, chemical ionization, negative-ion chemical ionization and selected ion monitoring modes is considered.

Keywords: amino acids, amino alcohols, amino ketones, amino thiols, carbohydrates, chemical ionization, electron ionization, gas chromatography/mass spectrometry, hydroxy acids, hydroxyl-oxo-carboxyl-containing compounds, mixed derivatives, oxo acids, oxo alcohols, peptides, polyols, prostaglandins, selected ion monitoring, steroids

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