Gas chromatography-mass spectrometry of trimethylsilyl derivatives of ω-amino acids

Mařík, Jiři; Čapek, Antonín; Králíček, Jaroslav

doi:10.1016/s0021-9673(00)84025-x

Cited by 12 publications

(3 citation statements)

References 25 publications

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“…Because ion bq contains the side-chain, R, it readily identifies the original amino acid (Bergström et al, 1970;Iwase et al, 1979b). A further metastable is consistent with a parallel pathway by elimination of H-Si(CH 3 ) 3 to give [(CH 3 ) 3 -Si-N ≡ CH] + (m/z 100, ds) (Bergström et al, 1970;Mařík et al, 1976).…”

Section: Iib1c Oxo-carboxylic Acidsmentioning

confidence: 93%

“…Amino acids with longer side‐chains also show fragmentation of the chains. Thus, the side‐chains of the TMS derivatives of lysine ( 52 ), ornithine ( 53 ) and 4‐aminobutyric acid ( 54 ) (Mařík et al, ), which contain a terminal amino group and which form bis ‐ N ‐TMS derivatives, also give the prominent α‐cleavage ion at m/z 174 ( bp ).…”

Section: Trimethylsilyl Derivativesmentioning

confidence: 99%

“…Amino acids with longer side-chains also show fragmentation of the chains. Thus, the side-chains of the TMS derivatives of lysine (52), ornithine (53) and 4-aminobutyric acid (54) (Mařík et al, 1976), which contain a terminal amino group and which form bis-N-TMS derivatives, also give the prominent αcleavage ion at m/z 174 (bp). Dipeptides, with a few exceptions (Krutzsch & Pisano, 1978), are characterized by the α-cleavage ion from the amino-terminus together with the [M − 15] + ion (loss of CH 3…”

Section: Mass Spectrometry Of Tms Derivatives ▪mentioning

confidence: 99%

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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: Iib1c Oxo-carboxylic Acidsmentioning

confidence: 93%

Section: Trimethylsilyl Derivativesmentioning

confidence: 99%