{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2025,10,26]],"date-time":"2025-10-26T15:26:52Z","timestamp":1761492412025,"version":"build-2065373602"},"reference-count":32,"publisher":"Wiley","issue":"15","license":[{"start":{"date-parts":[[2008,7,9]],"date-time":"2008-07-09T00:00:00Z","timestamp":1215561600000},"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":[[2008,8,15]]},"abstract":"<jats:title>Abstract<\/jats:title>\n                  <jats:p>\n                    1\u2010Hydroxymethylene\u20101,1\u2010bisphosphonic acids (HMBPs) are important drugs for the treatment of a variety of bone diseases. Since these compounds have no chromophore, their detection is challenging and mass spectrometry (MS) appears to be an appropriate sensitive tool. Our work deals with the analysis by electrospray ionization tandem mass spectrometry (ESI\u2010MS\n                    <jats:sup>n<\/jats:sup>\n                    ) of the well\u2010known nitrogen\u2010containing HMBP alendronate and of three analogues, considered as potential prodrugs. These four molecules share a common structure with different protecting groups on the phosphonic acid and on the amine functions. We describe the dissociation mechanisms of nitrogen\u2010containing HMBPs in positive ion mode and we compare, in negative ion mode, our results with literature data. In both modes, the dissociations are essentially losses of ROH, and of phosphorus\u2010containing species (HPO\n                    <jats:sub>2<\/jats:sub>\n                    , ROP(OH)\n                    <jats:sub>2<\/jats:sub>\n                    and ROPO(OH)\n                    <jats:sub>2<\/jats:sub>\n                    ), where R\u2009=\u2009H, C\n                    <jats:sub>6<\/jats:sub>\n                    H\n                    <jats:sub>5<\/jats:sub>\n                    , or CH\n                    <jats:sub>3<\/jats:sub>\n                    OC\n                    <jats:sub>6<\/jats:sub>\n                    H\n                    <jats:sub>5<\/jats:sub>\n                    . These fingerprints will be of great value for differentiating alendronate from its potential prodrugs in complex biological mixtures. Copyright \u00a9 2008 John Wiley &amp; Sons, Ltd.\n                  <\/jats:p>","DOI":"10.1002\/rcm.3610","type":"journal-article","created":{"date-parts":[[2008,7,9]],"date-time":"2008-07-09T04:46:21Z","timestamp":1215578781000},"page":"2287-2300","source":"Crossref","is-referenced-by-count":9,"title":["Electrospray tandem mass spectrometry of alendronate analogues: fingerprints for characterization of new potential prodrugs"],"prefix":"10.1002","volume":"22","author":[{"given":"Julie","family":"Hardouin","sequence":"first","affiliation":[],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Erwann","family":"Gu\u00e9nin","sequence":"additional","affiliation":[],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Christian","family":"Malosse","sequence":"additional","affiliation":[],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Michel","family":"Caron","sequence":"additional","affiliation":[],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Marc","family":"Lecouvey","sequence":"additional","affiliation":[],"role":[{"role":"author","vocabulary":"crossref"}]}],"member":"311","published-online":{"date-parts":[[2008,7,9]]},"reference":[{"key":"e_1_2_6_2_2","doi-asserted-by":"publisher","DOI":"10.1002\/jlac.18651330307"},{"key":"e_1_2_6_3_2","doi-asserted-by":"publisher","DOI":"10.1007\/BF02015393"},{"key":"e_1_2_6_4_2","doi-asserted-by":"publisher","DOI":"10.1002\/1097-0142(20000615)88:12 <2961::AID-CNCR12>3.0.CO;2-L"},{"key":"e_1_2_6_5_2","doi-asserted-by":"publisher","DOI":"10.1016\/j.molmed.2004.05.007"},{"key":"e_1_2_6_6_2","doi-asserted-by":"publisher","DOI":"10.1126\/science.289.5484.1508"},{"key":"e_1_2_6_7_2","doi-asserted-by":"publisher","DOI":"10.1006\/pest.1999.2397"},{"key":"e_1_2_6_8_2","doi-asserted-by":"publisher","DOI":"10.1021\/jm0102809"},{"key":"e_1_2_6_9_2","doi-asserted-by":"publisher","DOI":"10.1021\/jm010279"},{"key":"e_1_2_6_10_2","doi-asserted-by":"publisher","DOI":"10.1016\/S0960-894X(01)00057-9"},{"key":"e_1_2_6_11_2","doi-asserted-by":"publisher","DOI":"10.1007\/BF02966406"},{"key":"e_1_2_6_12_2","doi-asserted-by":"publisher","DOI":"10.1016\/j.canlet.2007.07.007"},{"key":"e_1_2_6_13_2","doi-asserted-by":"publisher","DOI":"10.1021\/jm020819i"},{"key":"e_1_2_6_14_2","doi-asserted-by":"publisher","DOI":"10.1016\/S0169-409X(00)00061-2"},{"key":"e_1_2_6_15_2","doi-asserted-by":"publisher","DOI":"10.1002\/jps.2600831218"},{"key":"e_1_2_6_16_2","doi-asserted-by":"publisher","DOI":"10.1016\/0022-1759(96)00034-8"},{"key":"e_1_2_6_17_2","doi-asserted-by":"publisher","DOI":"10.3109\/10611869409015910"},{"key":"e_1_2_6_18_2","doi-asserted-by":"publisher","DOI":"10.1021\/jm980645y"},{"key":"e_1_2_6_19_2","doi-asserted-by":"publisher","DOI":"10.1016\/S0928-0987(03)00039-3"},{"key":"e_1_2_6_20_2","doi-asserted-by":"publisher","DOI":"10.1021\/jm060398v"},{"key":"e_1_2_6_21_2","doi-asserted-by":"publisher","DOI":"10.1002\/ejoc.200601067"},{"key":"e_1_2_6_22_2","doi-asserted-by":"publisher","DOI":"10.1016\/j.chroma.2005.11.113"},{"key":"e_1_2_6_23_2","doi-asserted-by":"publisher","DOI":"10.1016\/S0378-4347(97)00490-8"},{"key":"e_1_2_6_24_2","doi-asserted-by":"publisher","DOI":"10.1002\/jms.273"},{"key":"e_1_2_6_25_2","doi-asserted-by":"publisher","DOI":"10.1002\/jms.940"},{"key":"e_1_2_6_26_2","doi-asserted-by":"publisher","DOI":"10.1016\/0021-9673(94)00798-5"},{"key":"e_1_2_6_27_2","doi-asserted-by":"publisher","DOI":"10.1016\/S1570-0232(03)00394-5"},{"journal-title":"J. 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