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Eur. J. Mass Spectrom. 9, 421–434 (2003)
DOI: 10.1255/ejms.576

Review: Derivatization in mass spectrometry 2. Acylation

Vladimir G. Zaikin
Topchiev Institute of Petrochemical Synthesis, Russian Academy of Sciences, 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 9NN, UK. E-mail: john.halket@kcl.ac.uk

ABSTRACT:
The present review is devoted to acylation as a widely employed derivatization procedure for protection of OH (alcohols, polyols, phenols, enols), SH (thiols) and NH (amines, amides) groups in order to increase volatility, improve chromatographic properties and, if possible, improve mass spectral properties of derivatives. Chemical aspects of derivatization and various acylating agents are characterized. Mass spectral [electron ionization (EI), chemical ionization (CI) and negative-ion (NI) CI] properties of derivatives that are helpful in identification, structure elucidation and quantitative determination of the analyzed compounds are discussed. Some recent analytical applications of the procedure in synthetic organic chemistry, clinical chemistry, environmental chemistry etc. are summarized.

Keywords: acylation, acylating agents, perfluoroacylating agents, acyl anhydrides, acyl chlorides, derivatives, derivatization, alcohols, phenols, thiols, amines, amides, alkyl chloroformates, nicotinates

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