Diethylhydrogensilyl-cyclic diethylsilylene derivatives in gas chromatography-mass spectrometry of prostanoids

Ishibashi, Masataka; Watanabe, Keiko; Yamashita, Kouwa; Miyazaki, Hiroshi; Krolik, Stefan

doi:10.1016/s0021-9673(01)94315-8

Cited by 3 publications

(5 citation statements)

References 29 publications

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“…Proposed mechanism (Ishibashi et al., ) for the formation of the fragment ion at m/z 157 ( pf/pg ) from the methyl ester/diethylsilylene/DES derivative of prostaglandin F.…”

Section: Other Silyl Derivativesmentioning

confidence: 99%

“…Prostaglandins formed cyclic derivatives directly with structures such as 265 (Scheme 194) (Ishibashi et al, 1987b). Molecular ions (Fig.…”

Section: ▪ Harvey and Vourosmentioning

confidence: 99%

“…(Adapted from Watanabe et al (1989)) and (c) the methyl ester/ diethylsilylene/DES derivative of prostaglandin F 1α (265). (Adapted from Ishibashi et al (1987b)).…”

Section: ▪ Harvey and Vourosmentioning

confidence: 99%

“…SCHEME 194. Proposed mechanism (Ishibashi et al, 1987b) for the formation of the fragment ion at m/z 157 (pf/pg) from the methyl ester/ diethylsilylene/DES derivative of prostaglandin F. SCHEME 192. Proposed mechanism (Ishibashi et al, 1986a) for the formation of the fragment ion at m/z 269 (pb) from the methyl ester/ methyloxime/diethylsilylene/DES derivative of thromboxane B 2 (263).…”

Section: Ive3 Cyclic-di-tert-butylsilylene Derivativesmentioning

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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“…Proposed mechanism (Ishibashi et al., ) for the formation of the fragment ion at m/z 157 ( pf/pg ) from the methyl ester/diethylsilylene/DES derivative of prostaglandin F.…”

Section: Other Silyl Derivativesmentioning

confidence: 99%

“…Prostaglandins formed cyclic derivatives directly with structures such as 265 (Scheme 194) (Ishibashi et al, 1987b). Molecular ions (Fig.…”

Section: ▪ Harvey and Vourosmentioning

confidence: 99%

“…(Adapted from Watanabe et al (1989)) and (c) the methyl ester/ diethylsilylene/DES derivative of prostaglandin F 1α (265). (Adapted from Ishibashi et al (1987b)).…”

Section: ▪ Harvey and Vourosmentioning

confidence: 99%

Section: Ive3 Cyclic-di-tert-butylsilylene Derivativesmentioning

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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“…sulfur react with bifunctional compounds containing OH, NH 2 or C0 2 H groups in the presences of triethylamine to form cyclic derivatives similar to the boronate esters[537,438]. Other ions characteristic of the derivatives are [C 2 H 5 PS] + and [PS] + .Cyclic diethylsilylene and di-tert.-butylsilylene derivatives have been used to protect diol groups in steroids and prostanoids[539][540][541]. Some derivatives give two peaks on gas chromatography due to the formation ofgeometric isomers.…”

mentioning

confidence: 99%

Sample Preparation for Chromatographic Analysis

Poole

1991

Chromatography Today

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Gas chromatography—mass spectrometry of some prostanoids with new derivatizing agents

Yamashita

Watanabe²,

Ishibashi³

et al. 1987

Journal of Chromatography A

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Diethylhydrogensilyl-cyclic diethylsilylene derivatives in gas chromatography-mass spectrometry of prostanoids

Cited by 3 publications

References 29 publications

Mass Spectrometric Fragmentation of Trimethylsilyl and Related Alkylsilyl Derivatives

Mass Spectrometric Fragmentation of Trimethylsilyl and Related Alkylsilyl Derivatives

Sample Preparation for Chromatographic Analysis

Gas chromatography—mass spectrometry of some prostanoids with new derivatizing agents

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