Letter: Steric effects in electrospray-tandem mass spectrometry of 11βnitrates of estrane series.

Eur. J. Mass Spectrom. 12, 75–78 (2006)
DOI: 10.1255/ejms.787

Letter: Steric effects in electrospray-tandem mass spectrometry of 11βnitrates of estrane series.

V.I. Kadentsev,^* A.O. Chizhov, O.S. Chizhov, and O.N. Krupinova
N.D. Zelinsky Institute of Organic Chemistry, RAS 119991, 47 Leninsky Prosp., Moscow, Russian Federation. Email: vkadents@ioc.ac.ru
V.M. Rzheznikov and L.E. Golubovskaya
Endocrinological Research Centre, RAMS 117036, 11 Dmitriya Ul’yanova Str., Moscow, Russian Federation

ABSTRACT:

The fragmentation of [M+Na]⁺ ions produced from steroid 11β-nitrates during electrospray/ionization (ESI) was studied by using ion trap MS/MS technique. The [M+Na]⁺ ions eliminate NO₂ and HNO₃ for epimers bearing 9β and 9α substituents, respectively. As the main fragmentation pathways are determined mainly by the configuration at C-9 and alternative fragmentation does not practically occur, this offers the possibility for the determination of the configuration at chiral C-9 centre in the estrane 11β-nitrate series by ESI mass spectrometry.

Keywords: steric effects, configuration, estrane, nitrate, electrospray/ionization, tandem mass spectrometry

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