o-(Pentafluorobenzyloxycarbonyl)benzoyl chloride: a novel electrophoric derivatisation reagent for amino compounds designed for negative ion chemical ionisation mass spectrometry.
The synthesis of a novel electrophoric derivatisation reagent, o-(pentafluorobenzyloxycarbonyl)benzoyl chloride, is described. The reagent was tested against selected primary and secondary amino compounds as analytical targets. The derivatives exhibit excellent mass spectral properties under negative ion chemical ionisation (NICI), i.e. reduced fragmentation and thus high ion current for the targeted m/z during analysis. Since the reagent bears a pentafluorobenzyl ester group, resulting mass NICI mass spectra were expectedly dominated by dissociative resonance electron capture typically observed with these compounds. The reagent is suitable for detecting volatile primary and secondary amines with high sensitivity. Background is reduced by a shift in detected m/z and retention time, as demonstrated for the analysis of the drug methylphenidate from human plasma.
University Children's Hospital, Division of Analytical Biochemistry and Mass Spectrometry, Auenbruggerplatz 34/2, A-8036 Graz, Austria. hans.leis@medunigraz.at
Hans J
HJ
Leis
Werner
W
Windischhofer
D000588:Amines / Q000737:chemistry*; D000662:Amphetamines / Q000737:chemistry; D001565:Benzoates / Q000138:chemical synthesis* / Q000737:chemistry; D002849:Chromatography, Gas; D004586:Electrophoresis / Q000379:methods*; D006801:Humans; D013058:Mass Spectrometry / Q000379:methods*; D008774:Methylphenidate / Q000097:blood / Q000737:chemistry; D005464:Fluorobenzenes; D005466:Fluorocarbons
D000588:Amines; D000662:Amphetamines; D001565:Benzoates; D008774:Methylphenidate; C555522:2-(pentafluorobenzyloxycarbonyl)benzoyl chloride; D005464:Fluorobenzenes; D005466:Fluorocarbons