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Mass Spectrom."],"published-print":{"date-parts":[[2015,7]]},"abstract":"<jats:p>This study reports an energy\u2010resolved mass spectrometric (ERMS) strategy for the characterization of position isomers derived from the reaction of hydroxyl radicals (<jats:sup>\u25cf<\/jats:sup>OH) with diphenhydramine (DPH) that are usually hard to differentiate by other methods. The isomer analogues formed by <jats:sup>\u25cf<\/jats:sup>OH attack on the side chain of DPH are identified with the help of a specific fragment ion peak (<jats:italic>m<\/jats:italic>\/<jats:italic>z<\/jats:italic> 88) in the collision\u2010induced dissociation (CID) spectrum of the protonated molecule. In the negative ion mode, the breakdown curves of the deprotonated molecules show an order of stability (supported by density functional theory (DFT) calculations) <jats:italic>ortho<\/jats:italic>\u2009&gt;\u2009<jats:italic>meta<\/jats:italic>\u2009&gt;\u2009<jats:italic>para<\/jats:italic> of the positional isomers formed by the hydroxylation of the aromatic ring. The gas phase stability of the deprotonated molecules [M\u2009\u2212\u2009H]<jats:sup>\u2212<\/jats:sup> towards the benzylic cleavage depends mainly on the formation of intramolecular hydrogen bonds and of the mesomeric effect of the phenol hydroxyl. The [M\u2009\u2212\u2009H]<jats:sup>\u2212<\/jats:sup> molecules of ortho and meta isomers result a peak at <jats:italic>m\/z<\/jats:italic> 183 with notably different intensities because of the presence\/absence of an intramolecular hydrogen bonding between the OH group and C9 protons. The ERMS approach discussed in this report might be an effective replacement for the conventional methods that requires very costly and time\u2010consuming separation\/purification methods along with the use of multi\u2010spectroscopic methods. Copyright \u00a9 2015 John Wiley &amp; Sons, Ltd.<\/jats:p>","DOI":"10.1002\/jms.3607","type":"journal-article","created":{"date-parts":[[2015,6,13]],"date-time":"2015-06-13T06:05:38Z","timestamp":1434175538000},"page":"944-950","source":"Crossref","is-referenced-by-count":24,"title":["Identification of position isomers by energy\u2010resolved mass spectrometry"],"prefix":"10.1002","volume":"50","author":[{"given":"Sunil Paul M.","family":"Menachery","sequence":"first","affiliation":[{"name":"School of Environmental Sciences Mahatma Gandhi University  Priyadarsini Hills Kottayam Kerala India"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Olivier","family":"Lapr\u00e9vote","sequence":"additional","affiliation":[{"name":"Laboratory of Analytical Chemistry and Experimental Toxicology University Paris Descartes  Paris France"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Thao P.","family":"Nguyen","sequence":"additional","affiliation":[{"name":"Department of Chemistry Pohang University of Science and Technology (POSTECH)  Pohang 790\u2010784 Republic of Korea"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Usha K.","family":"Aravind","sequence":"additional","affiliation":[{"name":"Advanced Centre of Environmental Studies and Sustainable Development (ACESSD) Mahatma Gandhi University  Priyadarsini Hills Kottayam Kerala India"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Pramod","family":"Gopinathan","sequence":"additional","affiliation":[{"name":"Department of Chemistry N.S.S. Hindu College  Changanachery Kerala India"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Charuvila T.","family":"Aravindakumar","sequence":"additional","affiliation":[{"name":"School of Environmental Sciences Mahatma Gandhi University  Priyadarsini Hills Kottayam Kerala India"},{"name":"Inter University Instrumentation Centre (IUIC) Mahatma Gandhi University  Priyadarsini Hills Kottayam Kerala India"}],"role":[{"vocabulary":"crossref","role":"author"}]}],"member":"311","published-online":{"date-parts":[[2015,6,8]]},"reference":[{"key":"e_1_2_6_2_1","doi-asserted-by":"publisher","DOI":"10.1007\/s11270-009-0065-1"},{"key":"e_1_2_6_3_1","doi-asserted-by":"publisher","DOI":"10.1021\/cr00093a003"},{"key":"e_1_2_6_4_1","doi-asserted-by":"publisher","DOI":"10.1016\/j.freeradbiomed.2010.03.025"},{"key":"e_1_2_6_5_1","doi-asserted-by":"publisher","DOI":"10.1002\/anie.200805372"},{"key":"e_1_2_6_6_1","doi-asserted-by":"crossref","first-page":"2361","DOI":"10.1039\/b004706f","article-title":"Hydroxyl radical induced decomposition of S\u2010nitrosoglutathione","author":"Manoj V. 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