Gas-liquid chromatography and mass spectrometry of biologically active primary amines as their isothiocyanate derivatives

Narasimhachari, N.; Vouros, Paul

doi:10.1002/bms.1200010602

Cited by 18 publications

(1 citation statement)

References 26 publications

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“…A similar reaction is seen in the spectrum of derivatized ferrulic acid ( 6 , Scheme ) (Horman & Viani, ) and similar compounds (Narasimhachari & Vouros, ); metastable evidence again suggests elimination of two CH 3 • radicals, the first from the TMS group as in Scheme , rather than elimination of ethane (Horman & Viani, ). Further reactions of the tris ‐TMS derivative of ferrulic acid is outlined later in Scheme .…”

Section: Trimethylsilyl Derivativessupporting

confidence: 56%

Mass Spectrometric Fragmentation of Trimethylsilyl and Related Alkylsilyl Derivatives

Harvey

Vouros

2019

Mass Spectrometry Reviews

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This review describes the mass spectral fragmentation of trimethylsilyl (TMS) and related alkylsilyl derivatives used for preparing samples for analysis, mainly by combined gas chromatography and mass spectrometry (GC/MS). The review is divided into three sections. The first section is concerned with the TMS derivatives themselves and describes fragmentation of derivatized alcohols, thiols, amines, ketones, carboxylic acids and bifunctional compounds such as hydroxy‐ and amino‐acids, halo acids and hydroxy ethers. More complex compounds such as glycerides, sphingolipids, carbohydrates, organic phosphates, phosphonates, steroids, vitamin D, cannabinoids, and prostaglandins are discussed next. The second section describes intermolecular reactions of siliconium ions such as the TMS cation and the third section discusses other alkylsilyl derivatives. Among these latter compounds are di‐ and trialkyl‐silyl derivatives, various substituted‐alkyldimethylsilyl derivatives such as the tert‐butyldimethylsilyl ethers, cyclic silyl derivatives, alkoxysilyl derivatives, and 3‐pyridylmethyldimethylsilyl esters used for double bond location in fatty acid spectra. © 2019 Wiley Periodicals, Inc. Mass Spec Rev 0000:1–107, 2019

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Section: Trimethylsilyl Derivativessupporting

confidence: 56%

Mass Spectrometric Fragmentation of Trimethylsilyl and Related Alkylsilyl Derivatives

Harvey

Vouros

2019

Mass Spectrometry Reviews

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Aporphines: 25—Trimethylsilyl derivatives ofN-methyl andN-propyl aporphines: Gas chromatographic and mass spectrometric properties

Green

Evans

Neumeyer

et al. 1979

Biol. Mass Spectrom.

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A series of synthetic, semisynthetic and naturally occurring aporphine alkaloids were converted to the O-trimethylsilyl derivatives, and analyzed by gas chromatography mass spectrometry. A discussion of structurally informative fragment ions along with gas chromatographic data is presented. Their applicability to the analysis of biological metabolites of apomorphine, a CNS active structural analog of dopamine, is discussed.

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Determination of β-phenylethylamine as its isothiocyanate derivative in biological samples by gas chromatography mass spectrometry

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Hattori

1983

Biol. Mass Spectrom.

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A detailed procedure of a gas chromatographic mass spectrometric assay for beta-phenylethylamine in biological samples, after its reaction with carbon disulphide to form the isothiocyanate derivative, is presented. Our method has advantages over the previous methods with the pentafluoropropionic derivative of beta-phenylethylamine in that the isothiocyanate derivative of beta-phenylethylamine is much more stable than the pentafluoropropionic derivative and that the background in selected ion monitoring is very low. Using the present method, the levels of beta-phenylethylamine in human urine, untreated and pargyline-treated rat brain were found to be 15.3 micrograms 24 h-1, 1.4 and 160 ng g-1 wet weight, respectively.

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Gas-liquid chromatography and mass spectrometry of biologically active primary amines as their isothiocyanate derivatives

Cited by 18 publications

References 26 publications

Mass Spectrometric Fragmentation of Trimethylsilyl and Related Alkylsilyl Derivatives

Mass Spectrometric Fragmentation of Trimethylsilyl and Related Alkylsilyl Derivatives

Aporphines: 25—Trimethylsilyl derivatives ofN-methyl andN-propyl aporphines: Gas chromatographic and mass spectrometric properties

Determination of β-phenylethylamine as its isothiocyanate derivative in biological samples by gas chromatography mass spectrometry

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