{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2025,10,26]],"date-time":"2025-10-26T10:03:21Z","timestamp":1761473001033,"version":"build-2065373602"},"reference-count":45,"publisher":"Wiley","issue":"20","license":[{"start":{"date-parts":[[2011,9,26]],"date-time":"2011-09-26T00:00:00Z","timestamp":1316995200000},"content-version":"vor","delay-in-days":0,"URL":"http:\/\/onlinelibrary.wiley.com\/termsAndConditions#vor"}],"content-domain":{"domain":[],"crossmark-restriction":false},"short-container-title":["Rapid Comm Mass Spectrometry"],"published-print":{"date-parts":[[2011,10,30]]},"abstract":"<jats:p>\n                    The fragmentation pathways of both protonated and sodiated pentacoordinate spirobicyclic aminoacylphosphoranes (P\u2010AAs) have been studied by electrospray ionization multi\u2010stage mass spectrometry (ESI\u2010MS\n                    <jats:sup>n<\/jats:sup>\n                    ) in positive mode. The possible pathways and their mechanisms are elucidated through the combination of ESI\u2010MS\/MS, isotope (\n                    <jats:sup>15<\/jats:sup>\n                    \u2009N and\n                    <jats:sup>2<\/jats:sup>\n                    H) labeling and high\u2010resolution Fourier transform ion cyclotron resonance (FTICR)\u2010MS\/MS. The relative Gibbs free energies (\u0394G) of the product ions and possible fragmentation pathways are estimated at the B3LYP\/6\u201031\u2009G(d) level of theory. The theoretical calculations show that both protonated and sodiated P\u2010AAs would quickly fragment before Berry pseudorotation. For protonated P\u2010AAs, they have different tendencies to P\u2013O or P\u2013N bond cleavage. For sodiated P\u2010AAs, the P\u2013N bond is easier to cleave and produces the tetracoordinated phosphorus ion H. These results to some extent may give a clue to the chemistry of the active sites of phosphoryl transfer enzymes and will enrich the gas\u2010phase ESI\u2010MS ion chemistry of pentacoordinate phosphoranes. Copyright \u00a9 2011 John Wiley &amp; Sons, Ltd.\n                  <\/jats:p>","DOI":"10.1002\/rcm.5210","type":"journal-article","created":{"date-parts":[[2011,9,27]],"date-time":"2011-09-27T16:23:47Z","timestamp":1317140627000},"page":"3151-3160","source":"Crossref","is-referenced-by-count":4,"title":["Fragmentation of pentacoordinate spirobicyclic aminoacyl\u2010phosphoranes (P\u2010AAs) by electrospray ionization tandem mass spectrometry concerning P\u2013O and P\u2013N bond cleavage"],"prefix":"10.1002","volume":"25","author":[{"given":"Xiaomei","family":"Hu","sequence":"first","affiliation":[{"name":"Department of Chemistry and The Key Laboratory for Chemical Biology of Fujian Province, College of Chemistry and Chemical Engineering Xiamen University  Xiamen 361005 P.R. China"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Xiang","family":"Gao","sequence":"additional","affiliation":[{"name":"Department of Chemistry and The Key Laboratory for Chemical Biology of Fujian Province, College of Chemistry and Chemical Engineering Xiamen University  Xiamen 361005 P.R. China"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Jun","family":"Zhu","sequence":"additional","affiliation":[{"name":"Department of Chemistry and Fujian Provincial Key Laboratory of Theoretical and Computational Chemistry, College of Chemistry and Chemical Engineering Xiamen University  Xiamen 361005 P.R. China"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Zhiping","family":"Zeng","sequence":"additional","affiliation":[{"name":"Department of Chemistry and The Key Laboratory for Chemical Biology of Fujian Province, College of Chemistry and Chemical Engineering Xiamen University  Xiamen 361005 P.R. China"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Xinghua","family":"Zhang","sequence":"additional","affiliation":[{"name":"Department of Chemistry and The Key Laboratory for Chemical Biology of Fujian Province, College of Chemistry and Chemical Engineering Xiamen University  Xiamen 361005 P.R. China"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Zhiwei","family":"Lin","sequence":"additional","affiliation":[{"name":"Department of Chemistry and The Key Laboratory for Chemical Biology of Fujian Province, College of Chemistry and Chemical Engineering Xiamen University  Xiamen 361005 P.R. China"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Pengxiang","family":"Xu","sequence":"additional","affiliation":[{"name":"Department of Chemistry and The Key Laboratory for Chemical Biology of Fujian Province, College of Chemistry and Chemical Engineering Xiamen University  Xiamen 361005 P.R. China"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Yan","family":"Liu","sequence":"additional","affiliation":[{"name":"Department of Chemistry and The Key Laboratory for Chemical Biology of Fujian Province, College of Chemistry and Chemical Engineering Xiamen University  Xiamen 361005 P.R. China"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Yufen","family":"Zhao","sequence":"additional","affiliation":[{"name":"Department of Chemistry and The Key Laboratory for Chemical Biology of Fujian Province, College of Chemistry and Chemical Engineering Xiamen University  Xiamen 361005 P.R. China"},{"name":"The Key Laboratory for Bioorganic Phosphorus Chemistry and Chemical Biology (Ministry of Education), Department of Chemistry, School of Sciences Tsinghua University  Beijing 100084 P.R. China"}],"role":[{"role":"author","vocabulary":"crossref"}]}],"member":"311","published-online":{"date-parts":[[2011,9,26]]},"reference":[{"key":"e_1_2_7_2_1","doi-asserted-by":"publisher","DOI":"10.1021\/ar50003a002"},{"key":"e_1_2_7_3_1","doi-asserted-by":"publisher","DOI":"10.1021\/ar50044a004"},{"key":"e_1_2_7_4_1","doi-asserted-by":"publisher","DOI":"10.1021\/ja00329a048"},{"key":"e_1_2_7_5_1","doi-asserted-by":"publisher","DOI":"10.1093\/nar\/29.9.1815"},{"key":"e_1_2_7_6_1","doi-asserted-by":"publisher","DOI":"10.1126\/science.1082710"},{"key":"e_1_2_7_7_1","doi-asserted-by":"publisher","DOI":"10.1021\/ja00177a002"},{"key":"e_1_2_7_8_1","doi-asserted-by":"publisher","DOI":"10.1021\/ja980662c"},{"key":"e_1_2_7_9_1","doi-asserted-by":"publisher","DOI":"10.1126\/science.117.3046.528"},{"key":"e_1_2_7_10_1","doi-asserted-by":"publisher","DOI":"10.1007\/s00726-007-0599-8"},{"key":"e_1_2_7_11_1","doi-asserted-by":"publisher","DOI":"10.1002\/rcm.461"},{"key":"e_1_2_7_12_1","doi-asserted-by":"publisher","DOI":"10.1002\/rcm.631"},{"key":"e_1_2_7_13_1","doi-asserted-by":"publisher","DOI":"10.1002\/jms.834"},{"key":"e_1_2_7_14_1","doi-asserted-by":"publisher","DOI":"10.1002\/jms.1768"},{"key":"e_1_2_7_15_1","doi-asserted-by":"publisher","DOI":"10.1002\/jms.352"},{"key":"e_1_2_7_16_1","doi-asserted-by":"publisher","DOI":"10.1007\/s13361-010-0069-5"},{"key":"e_1_2_7_17_1","doi-asserted-by":"publisher","DOI":"10.1002\/chem.200400790"},{"key":"e_1_2_7_18_1","doi-asserted-by":"publisher","DOI":"10.1021\/ar040053b"},{"key":"e_1_2_7_19_1","doi-asserted-by":"publisher","DOI":"10.1021\/ar9702583"},{"key":"e_1_2_7_20_1","doi-asserted-by":"publisher","DOI":"10.1021\/ic0111435"},{"key":"e_1_2_7_21_1","doi-asserted-by":"publisher","DOI":"10.1021\/bi992009n"},{"key":"e_1_2_7_22_1","doi-asserted-by":"publisher","DOI":"10.1073\/pnas.0602965103"},{"key":"e_1_2_7_23_1","doi-asserted-by":"publisher","DOI":"10.1021\/ja027499c"},{"key":"e_1_2_7_24_1","doi-asserted-by":"publisher","DOI":"10.1021\/ic010600e"},{"key":"e_1_2_7_25_1","doi-asserted-by":"publisher","DOI":"10.1002\/jms.432"},{"key":"e_1_2_7_26_1","doi-asserted-by":"publisher","DOI":"10.1002\/(SICI)1097-0231(199711)11:17<1825::AID-RCM65>3.0.CO;2-D"},{"key":"e_1_2_7_27_1","doi-asserted-by":"publisher","DOI":"10.1002\/jms.1190300515"},{"key":"e_1_2_7_28_1","doi-asserted-by":"publisher","DOI":"10.1021\/jo00161a008"},{"key":"e_1_2_7_29_1","article-title":"A facile synthesis of acylaminotetraoxyspirophosphoranes","volume":"376","author":"Zhang N. J.","year":"1997","journal-title":"Synthesis"},{"key":"e_1_2_7_30_1","doi-asserted-by":"publisher","DOI":"10.1080\/10426500390228648"},{"key":"e_1_2_7_31_1","doi-asserted-by":"publisher","DOI":"10.1007\/s00726-005-0207-8"},{"key":"e_1_2_7_32_1","doi-asserted-by":"publisher","DOI":"10.1063\/1.464913"},{"key":"e_1_2_7_33_1","doi-asserted-by":"publisher","DOI":"10.1016\/0009-2614(89)87234-3"},{"key":"e_1_2_7_34_1","doi-asserted-by":"publisher","DOI":"10.1103\/PhysRevB.37.785"},{"volume-title":"Gaussian 03, Revision C.02","year":"2004","author":"Frisch M. J.","key":"e_1_2_7_35_1"},{"key":"e_1_2_7_36_1","doi-asserted-by":"publisher","DOI":"10.1021\/j100013a019"},{"key":"e_1_2_7_37_1","doi-asserted-by":"publisher","DOI":"10.1002\/jms.814"},{"key":"e_1_2_7_38_1","doi-asserted-by":"publisher","DOI":"10.1021\/jp0374915"},{"key":"e_1_2_7_39_1","doi-asserted-by":"publisher","DOI":"10.1002\/jms.1595"},{"key":"e_1_2_7_40_1","first-page":"889","article-title":"Electron loss from multiply protonated lysozyme ions in high energy collisions with molecular oxygen","volume":"12","author":"Hvelplund P.","year":"2001","journal-title":"J. Am. Chem. Soc."},{"key":"e_1_2_7_41_1","doi-asserted-by":"publisher","DOI":"10.1016\/j.jasms.2006.05.008"},{"key":"e_1_2_7_42_1","doi-asserted-by":"publisher","DOI":"10.1002\/jms.1166"},{"key":"e_1_2_7_43_1","doi-asserted-by":"publisher","DOI":"10.1002\/rcm.1162"},{"key":"e_1_2_7_44_1","doi-asserted-by":"publisher","DOI":"10.1016\/j.chemphys.2008.10.027"},{"key":"e_1_2_7_45_1","doi-asserted-by":"publisher","DOI":"10.1002\/poc.1671"},{"key":"e_1_2_7_46_1","doi-asserted-by":"publisher","DOI":"10.1038\/nchem.821"}],"container-title":["Rapid Communications in Mass Spectrometry"],"original-title":[],"language":"en","link":[{"URL":"https:\/\/api.wiley.com\/onlinelibrary\/tdm\/v1\/articles\/10.1002%2Frcm.5210","content-type":"unspecified","content-version":"vor","intended-application":"text-mining"},{"URL":"https:\/\/analyticalsciencejournals.onlinelibrary.wiley.com\/doi\/pdf\/10.1002\/rcm.5210","content-type":"unspecified","content-version":"vor","intended-application":"similarity-checking"}],"deposited":{"date-parts":[[2025,10,26]],"date-time":"2025-10-26T09:57:24Z","timestamp":1761472644000},"score":1,"resource":{"primary":{"URL":"https:\/\/analyticalsciencejournals.onlinelibrary.wiley.com\/doi\/10.1002\/rcm.5210"}},"subtitle":[],"short-title":[],"issued":{"date-parts":[[2011,9,26]]},"references-count":45,"journal-issue":{"issue":"20","published-print":{"date-parts":[[2011,10,30]]}},"alternative-id":["10.1002\/rcm.5210"],"URL":"https:\/\/doi.org\/10.1002\/rcm.5210","archive":["Portico"],"relation":{},"ISSN":["0951-4198","1097-0231"],"issn-type":[{"type":"print","value":"0951-4198"},{"type":"electronic","value":"1097-0231"}],"subject":[],"published":{"date-parts":[[2011,9,26]]}}}