Energy-dependent collision-induced dissociation study of buprenorphine and its synthetic precursors

Bernadett Biri, József Kalmár, Lajos Nagy, Attila Sipos, Miklós Zsuga, Sándor Kéki

Research output: Contribution to journalArticle

Abstract

The collision-induced dissociation (CID) of protonated buprenorphine ([M+H]+) and four related compounds was studied by electrospray quadrupole/time-of-flight mass spectrometry (ESI-QTOF MS). The fragmentation pathways were investigated by using energy-dependent CID and pseudo-MS 3 (in-source CID combined with tandem mass spectrometry (MS/MS)) methods. The first steps of the fragmentation are the parallel losses of the substituents from the non-aromatic ring moieties. Depending on the applied collision energies, a large number of further fragment ions arising from the cross-ring cleavages of the core-ring structure were observed. Based on the experimental results, a generalized fragmentation scheme was developed for the five buprenorphine derivatives highlighting the differences for the alternatively substituted compounds. The collision-energy-dependent fragmentation profile of buprenorphine is visualized in a two-dimensional plot to aid its fingerprint identification.

Original languageEnglish
Pages (from-to)41-49
Number of pages9
JournalRapid Communications in Mass Spectrometry
Volume25
Issue number1
DOIs
Publication statusPublished - Jan 15 2011

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ASJC Scopus subject areas

  • Analytical Chemistry
  • Spectroscopy
  • Organic Chemistry

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