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 language | English |
|---|---|
| Pages (from-to) | 41-49 |
| Number of pages | 9 |
| Journal | Rapid Communications in Mass Spectrometry |
| Volume | 25 |
| Issue number | 1 |
| DOIs | |
| Publication status | Published - Jan 15 2011 |
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ASJC Scopus subject areas
- Spectroscopy
- Analytical Chemistry
- Organic Chemistry
Cite this
Energy-dependent collision-induced dissociation study of buprenorphine and its synthetic precursors. / Biri, Bernadett; Kalmár, József; Nagy, Lajos; Sipos, Attila; Zsuga, M.; Kéki, S.
In: Rapid Communications in Mass Spectrometry, Vol. 25, No. 1, 15.01.2011, p. 41-49.Research output: Contribution to journal › Article
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TY - JOUR
T1 - Energy-dependent collision-induced dissociation study of buprenorphine and its synthetic precursors
AU - Biri, Bernadett
AU - Kalmár, József
AU - Nagy, Lajos
AU - Sipos, Attila
AU - Zsuga, M.
AU - Kéki, S.
PY - 2011/1/15
Y1 - 2011/1/15
N2 - 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.
AB - 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.
UR - http://www.scopus.com/inward/record.url?scp=78650139119&partnerID=8YFLogxK
UR - http://www.scopus.com/inward/citedby.url?scp=78650139119&partnerID=8YFLogxK
U2 - 10.1002/rcm.4821
DO - 10.1002/rcm.4821
M3 - Article
C2 - 21154653
AN - SCOPUS:78650139119
VL - 25
SP - 41
EP - 49
JO - Rapid Communications in Mass Spectrometry
JF - Rapid Communications in Mass Spectrometry
SN - 0951-4198
IS - 1
ER -