Differences in the Formation and Fragmentation of Sodium Adduct Ions between Tertiarybutoxycarbonyl-Protected Prolylproline Diastereomers in Fast Atom Bombardment Mass Spectrometry

Autor:	Ryuichi Higuchi, Naofumi Ito, Magobei Yamamoto, Hideaki Tsunematsu, Masanori Inagaki, Ryuichi Isobe, Yasuko Soeda, Hiroshi Hanazono
Rok vydání:	1999
Předmět:	Chemistry Analytical chemistry General Chemistry General Medicine Fast atom bombardment Mass spectrometry Tandem mass spectrometry Ion Adduct Crystallography Fragmentation (mass spectrometry) Drug Discovery Mass spectrum Qualitative inorganic analysis
Zdroj:	Chemical and Pharmaceutical Bulletin. 47:1040-1043
ISSN:	1347-5223 0009-2363
DOI:	10.1248/cpb.47.1040
Popis:	The effect of Na+ ions on the fragmentation of tertiarybutoxycarbonyl (Boc) protected prolylproline (Pro-Pro) diastereomers, Boc-Pro-Pro and Boc-D-Pro-Pro, was studied in positive-ion fast atom bombardment (FAB) and tandem mass spectrometry. The formaiton of the [M+Na]+ ion for Boc-D-Pro-Pro was more predominant than that for Boc-Pro-Pro on the addition of sodium chloride in positive-ion FAB mass spectrometry, suggesting that Boc-D-Pro-Pro has a stronger Na+ ion affinity than Boc-Pro-Pro. In the collisional-activated decomposition mass spectra of the [M+Na]+ ions, the abundance of the [M+Na-C(CH3)3+H]+ ion, which is due to the loss of a tertiarybutyl group from the [M+Na]+ ion for Boc-D-Pro-Pro, was higher than that for Bos-Pro-Pro. These results indicate that the interaction of the Na+ ion with Boc-Pro-Pro is different from that with Boc-D-Pro-Pro in the FAB condition, and these diastereomers are distinguished by the addition of a Na+ ion in FAB and tandem mass spectrometry.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_________::9b4e241471cc891bfdf4dbaff3663572 https://doi.org/10.1248/cpb.47.1040 Zobrazit plný text záznamu