{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2026,9,29]],"date-time":"2026-09-29T19:42:50Z","timestamp":1790710970136,"version":"4.1.0"},"reference-count":17,"publisher":"Wiley","issue":"3","license":[{"start":{"date-parts":[[2024,1,11]],"date-time":"2024-01-11T00:00:00Z","timestamp":1704931200000},"content-version":"vor","delay-in-days":0,"URL":"http:\/\/creativecommons.org\/licenses\/by\/4.0\/"}],"content-domain":{"domain":["chemistry-europe.onlinelibrary.wiley.com"],"crossmark-restriction":true},"short-container-title":["ChemMedChem"],"published-print":{"date-parts":[[2024,2]]},"abstract":"<jats:title>Abstract<\/jats:title><jats:p>DFO* is an octadentate chelator able to form highly stable chelates with Zirconium\u201089 (<jats:sup>89<\/jats:sup>Zr) for nuclear medicinal applications in Positron Emission Tomography (PET).<jats:sup>[1,2]<\/jats:sup> The synthesis of DFO* and its scale\u2010up remains challenging by reported synthetic protocols. For this reason, we set out to develop a <jats:italic>de novo<\/jats:italic> synthesis of a hydroxamate\u2010containing building block suitable for the coupling to the commercially available DFO (desferrioxamine B, mesylate salt) yielding, after deprotection, the desired chelator DFO* in a more efficient procedure. Highlights of the new synthesis of DFO* reported herein are less synthetic steps and the isolation of the desired product DFO* by using solid phase extraction (SPE), thus avoiding tedious HPLC purification. DFO* is obtained in excellent purity (92\u201098\u2009%) and an overall yield of approximately 29\u2009%. In addition, the isolated trifluoroacetic acid (TFA)\u2010salt of DFO* displays an improved solubility in organic solvents (DMSO, DMF, methanol), which will facilitate its use for the preparation of structurally diverse derivatives suitable for bioconjugation chemistry and the development of <jats:sup>89<\/jats:sup>Zr\u2010labeled radiotracers.<\/jats:p>","DOI":"10.1002\/cmdc.202300495","type":"journal-article","created":{"date-parts":[[2023,12,16]],"date-time":"2023-12-16T06:35:20Z","timestamp":1702708520000},"update-policy":"https:\/\/doi.org\/10.1002\/crossmark_policy","source":"Crossref","is-referenced-by-count":10,"title":["Straightforward Synthesis of DFO* \u2010 An Octadentate Chelator for Zirconium\u201089"],"prefix":"10.1002","volume":"19","author":[{"given":"Xabier","family":"Guarrochena","sequence":"first","affiliation":[{"name":"Bioinorganic Radiochemistry Institute of Inorganic Chemistry Faculty of Chemistry University of Vienna  Waehringer Strasse 42 1090 Vienna Austria"},{"name":"Vienna Doctoral School in Chemistry University of Vienna  Waehringer Strasse 42 1090 Vienna Austria"},{"name":"Ludwig Boltzmann Institute Applied Diagnostics AKH Wien c\/o Sekretariat Nuklearmedizin  Waehringer Guertel 18\u201320 1090 Vienna Austria"},{"name":"Department of Biomedical Imaging and Image Guided Therapy Division of Nuclear Medicine Medical University of Vienna  Waehringer Guertel 18\u201320 1090 Vienna Austria"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0009-0008-2432-097X","authenticated-orcid":false,"given":"Julia","family":"Kronberger","sequence":"additional","affiliation":[{"name":"Bioinorganic Radiochemistry Institute of Inorganic Chemistry Faculty of Chemistry University of Vienna  Waehringer Strasse 42 1090 Vienna Austria"},{"name":"Vienna Doctoral School in Chemistry University of Vienna  Waehringer Strasse 42 1090 Vienna Austria"},{"name":"Ludwig Boltzmann Institute Applied Diagnostics AKH Wien c\/o Sekretariat Nuklearmedizin  Waehringer Guertel 18\u201320 1090 Vienna Austria"},{"name":"Department of Biomedical Imaging and Image Guided Therapy Division of Nuclear Medicine Medical University of Vienna  Waehringer Guertel 18\u201320 1090 Vienna Austria"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Manuel","family":"Tieber","sequence":"additional","affiliation":[{"name":"Bioinorganic Radiochemistry Institute of Inorganic Chemistry Faculty of Chemistry University of Vienna  Waehringer Strasse 42 1090 Vienna Austria"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Philipp","family":"Ciesielski","sequence":"additional","affiliation":[{"name":"ABX Advanced Biochemical Compounds  Heinrich-Glaeser-Strasse 10\u201314 01454 Radeberg Germany"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-2090-1725","authenticated-orcid":false,"given":"Thomas L.","family":"Mindt","sequence":"additional","affiliation":[{"name":"Bioinorganic Radiochemistry Institute of Inorganic Chemistry Faculty of Chemistry University of Vienna  Waehringer Strasse 42 1090 Vienna Austria"},{"name":"Ludwig Boltzmann Institute Applied Diagnostics AKH Wien c\/o Sekretariat Nuklearmedizin  Waehringer Guertel 18\u201320 1090 Vienna Austria"},{"name":"Department of Biomedical Imaging and Image Guided Therapy Division of Nuclear Medicine Medical University of Vienna  Waehringer Guertel 18\u201320 1090 Vienna Austria"},{"name":"Joint Applied Medicinal Radiochemistry Facility University of Vienna and Medical University of Vienna  Vienna Austria"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0001-6938-9745","authenticated-orcid":false,"given":"Irene V. J.","family":"Feiner","sequence":"additional","affiliation":[{"name":"Bioinorganic Radiochemistry Institute of Inorganic Chemistry Faculty of Chemistry University of Vienna  Waehringer Strasse 42 1090 Vienna Austria"},{"name":"Ludwig Boltzmann Institute Applied Diagnostics AKH Wien c\/o Sekretariat Nuklearmedizin  Waehringer Guertel 18\u201320 1090 Vienna Austria"},{"name":"Department of Biomedical Imaging and Image Guided Therapy Division of Nuclear Medicine Medical University of Vienna  Waehringer Guertel 18\u201320 1090 Vienna Austria"}],"role":[{"vocabulary":"crossref","role":"author"}]}],"member":"311","published-online":{"date-parts":[[2024,1,11]]},"reference":[{"key":"e_1_2_9_1_1","doi-asserted-by":"publisher","DOI":"10.1039\/C4CC05558F"},{"key":"e_1_2_9_2_1","doi-asserted-by":"publisher","DOI":"10.3390\/cancers13174466"},{"key":"e_1_2_9_3_1","doi-asserted-by":"publisher","DOI":"10.2967\/jnumed.117.190801"},{"key":"e_1_2_9_4_1","doi-asserted-by":"publisher","DOI":"10.1021\/acs.chemrev.9b00738"},{"key":"e_1_2_9_5_1","doi-asserted-by":"publisher","DOI":"10.1016\/j.nucmedbio.2010.12.011"},{"key":"e_1_2_9_6_1","doi-asserted-by":"publisher","DOI":"10.2967\/jnumed.110.076174"},{"key":"e_1_2_9_7_1","unstructured":"DFO* @ Abx.De Available online:https:\/\/abx.de\/products\/small-molecules-and-peptides\/chemical\/a8d878c6-bc54-40ef-9a52-ef2c1e9a05d2. (accessed on 04-08-2023)."},{"key":"e_1_2_9_8_1","doi-asserted-by":"publisher","DOI":"10.1007\/s00259-016-3499-x"},{"key":"e_1_2_9_9_1","doi-asserted-by":"publisher","DOI":"10.1007\/s00259-020-05002-7"},{"key":"e_1_2_9_10_1","doi-asserted-by":"publisher","DOI":"10.2967\/jnumed.119.230961"},{"key":"e_1_2_9_11_1","unstructured":"NCT05955833 @ Clinicaltrials.Gov Available online:https:\/\/clinicaltrials.gov\/study\/NCT05955833?cond=NCT05955833&rank=1. (accessed on 04-08-2023)."},{"key":"e_1_2_9_12_1","doi-asserted-by":"publisher","DOI":"10.1021\/ol0063611"},{"key":"e_1_2_9_13_1","doi-asserted-by":"publisher","DOI":"10.1021\/acs.inorgchem.9b00878"},{"key":"e_1_2_9_14_1","first-page":"969","volume":"73","author":"Brown C. J. M.","year":"2020","journal-title":"Aust. J. Chem."},{"key":"e_1_2_9_15_1","doi-asserted-by":"publisher","DOI":"10.1039\/C7DT03639F"},{"key":"e_1_2_9_16_1","doi-asserted-by":"publisher","DOI":"10.1038\/nchembio.2007.23"},{"key":"e_1_2_9_17_1","doi-asserted-by":"publisher","DOI":"10.3390\/molecules24071215"}],"container-title":["ChemMedChem"],"original-title":[],"language":"en","link":[{"URL":"https:\/\/chemistry-europe.onlinelibrary.wiley.com\/doi\/pdf\/10.1002\/cmdc.202300495","content-type":"unspecified","content-version":"vor","intended-application":"similarity-checking"}],"deposited":{"date-parts":[[2025,10,12]],"date-time":"2025-10-12T21:49:17Z","timestamp":1760305757000},"score":1,"resource":{"primary":{"URL":"https:\/\/chemistry-europe.onlinelibrary.wiley.com\/doi\/10.1002\/cmdc.202300495"}},"subtitle":[],"short-title":[],"issued":{"date-parts":[[2024,1,11]]},"references-count":17,"journal-issue":{"issue":"3","published-print":{"date-parts":[[2024,2]]}},"alternative-id":["10.1002\/cmdc.202300495"],"URL":"https:\/\/doi.org\/10.1002\/cmdc.202300495","archive":["Portico"],"relation":{},"ISSN":["1860-7179","1860-7187"],"issn-type":[{"value":"1860-7179","type":"print"},{"value":"1860-7187","type":"electronic"}],"subject":[],"published":{"date-parts":[[2024,1,11]]},"assertion":[{"value":"2023-09-15","order":0,"name":"received","label":"Received","group":{"name":"publication_history","label":"Publication History"}},{"value":"2024-01-11","order":3,"name":"published","label":"Published","group":{"name":"publication_history","label":"Publication History"}}],"article-number":"e202300495"}}