Abstract
Today, it is necessary to identify relevant compounds appearing in discovery and development of new drug substances in the pharmaceutical industry. For that purpose, the measurement of accurate molecular mass and empirical formula calculation is very important for structure elucidation in addition to other available analytical methods. In this work, the identification and confirmation of degradation products in a finished dosage form of the antibiotic drug amoxicillin obtained under stress conditions will be demonstrated. Structure elucidation is performed utilizing liquid chromatography (LC) ion trap MS/MS and MS3 together with accurate mass measurement of the molecular ions and of the collision induced dissociation (CID) fragments by liquid chromatography electro spray ionization time-of-flight mass spectrometry (LC/ESI-TOF).
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References
Bristow, A. W. T.; Webb K. S. Intercomparison study on accurate mass measurement of small molecules in mass spectrometry. J. Am. Soc. Mass Spectrom 2003, 14, 1086–1098.
Guilhaus, M.; Mlynski, V.; Selby D. Perfect timing: Time-of-flight Mass Spectrometry. Rapid Commun. Mass Spectrom. 1997, 11, 951–962.
Andrien, B. A.; Whitehouse, C.; Sansone M. A. Proceedings of the 46th ASMS Conference on Mass Spectrometry and Allied Topics; Orlando, FL, May, 1998; pp 889–890.
Dresch, T.; Keefe, T.; Park M. Proceedings of the 47th ASMS Conference on Mass Spectrometry and Allied Topics; Dallas, TX, June, 1999; pp 1865–1866.
Zhang, H.; Henion J. Application of atmospheric pressure ionization time-of-flight mass spectrometry coupled with liquid chromatography for the characterization of in vitro drug metabolites. Anal. Chem. 2000, 72, 3342–3348.
Michelsen, P.; Karlsson A. A. Accurate mass determination of a metabolite of a potential diagnostic drug candidate by high performance liquid chromatography with time-of-flight mass spectrometry. Rapid Commun. Mass Spectrom. 1999, 13, 2146–2150.
Zhang, H.; Heinig, K.; Henion J. Atmospheric pressure ionization time-of-flight mass spectrometry coupled with fast liquid chromatography for quantization and accurate mass measurements of five pharmaceutical drugs in human plasma. J. Mass Spectrom. 2000, 35, 423–431.
Eckers, C.; Haskins, N.; Langridge J. The use of liquid chromatography combined with a quadrupole time-of-flight analyzer for the identification of trace impurities in drug substance. Rapid Commun. Mass Spectrom. 1997, 11, 1916–1922.
Eichhorn, P.; Aga D. S. Identification of a photooxygenation product of chlorotetracycline in hog lagoons using LC/ESI ion trap MS and LC/ESI time-of-flight MS. Anal. Chem. 2004, 76, 6002–6011.
Bruheim, P.; Borgos, S. E. F.; Tsan, P.; Sellta, H.; Ellingsen, T. E.; Lancelin, J.-M.; Zotchev S. B. Chemical diversity of polyene macrolides produced by Streptomyces noursei ATCC11455 and recombinant strain ERD44 with genetically altered polyketide synthase NysC. Antimicrob. Agents Chemother. 2004, 48, 4120–4129.
Valvo, L.; Ciranni, E.; Alimenti, R.; Alimonti, S.; Draisci, R.; Giannetti, L.; Lucentini L. Development of a simple liquid chromatographic method with UV and mass spectrometric detection for the separation of substances related to amoxicillin sodium. J. Chromatogr. A. 1998, 797, 311–316.
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Published online August 11, 2005
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Nägele, E., Moritz, R. Structure elucidation of degradation products of the antibiotic amoxicillin with ion trap MSn and accurate mass determination by ESI TOF. J Am Soc Mass Spectrom 16, 1670–1676 (2005). https://doi.org/10.1016/j.jasms.2005.06.002
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DOI: https://doi.org/10.1016/j.jasms.2005.06.002