Optimization of Direct Aromatic 18F-Labeling of Tetrazines
Radiolabeling of tetrazines has gained increasing attention due to their important role in pretargeted imaging or therapy. The most commonly used radionuclide in PET imaging is fluorine-18. For this reason, we have recently developed a method which enables the direct aromatic 18F-fluorination of tet...
Saved in:
| Published in | Molecules (Basel, Switzerland) Vol. 27; no. 13; p. 4022 |
|---|---|
| Main Authors | , , , |
| Format | Journal Article |
| Language | English |
| Published |
Basel
MDPI AG
22.06.2022
MDPI |
| Subjects | |
| Online Access | Get full text |
Cover
Loading…
| Abstract | Radiolabeling of tetrazines has gained increasing attention due to their important role in pretargeted imaging or therapy. The most commonly used radionuclide in PET imaging is fluorine-18. For this reason, we have recently developed a method which enables the direct aromatic 18F-fluorination of tetrazines using stannane precursors through copper-mediated fluorinations. Herein, we further optimized this labeling procedure. 3-(3-fluorophenyl)-1,2,4,5-tetrazine was chosen for this purpose because of its high reactivity and respective limited stability during the labeling process. By optimizing parameters such as elution conditions, precursor amount, catalyst, time or temperature, the radiochemical yield (RCY) could be increased by approximately 30%. These conditions were then applied to optimize the RCY of a recently successfully developed and promising pretargeting imaging agent. This agent could be isolated in a decay corrected RCY of 14 ± 3% and Am of 201 ± 30 GBq/µmol in a synthesis time of 70 min. Consequently, the RCY increased by 27%. |
|---|---|
| AbstractList | Radiolabeling of tetrazines has gained increasing attention due to their important role in pretargeted imaging or therapy. The most commonly used radionuclide in PET imaging is fluorine-18. For this reason, we have recently developed a method which enables the direct aromatic 18F-fluorination of tetrazines using stannane precursors through copper-mediated fluorinations. Herein, we further optimized this labeling procedure. 3-(3-fluorophenyl)-1,2,4,5-tetrazine was chosen for this purpose because of its high reactivity and respective limited stability during the labeling process. By optimizing parameters such as elution conditions, precursor amount, catalyst, time or temperature, the radiochemical yield (RCY) could be increased by approximately 30%. These conditions were then applied to optimize the RCY of a recently successfully developed and promising pretargeting imaging agent. This agent could be isolated in a decay corrected RCY of 14 ± 3% and Am of 201 ± 30 GBq/µmol in a synthesis time of 70 min. Consequently, the RCY increased by 27%. Radiolabeling of tetrazines has gained increasing attention due to their important role in pretargeted imaging or therapy. The most commonly used radionuclide in PET imaging is fluorine-18. For this reason, we have recently developed a method which enables the direct aromatic 18 F-fluorination of tetrazines using stannane precursors through copper-mediated fluorinations. Herein, we further optimized this labeling procedure. 3-(3-fluorophenyl)-1,2,4,5-tetrazine was chosen for this purpose because of its high reactivity and respective limited stability during the labeling process. By optimizing parameters such as elution conditions, precursor amount, catalyst, time or temperature, the radiochemical yield (RCY) could be increased by approximately 30%. These conditions were then applied to optimize the RCY of a recently successfully developed and promising pretargeting imaging agent. This agent could be isolated in a decay corrected RCY of 14 ± 3% and Am of 201 ± 30 GBq/µmol in a synthesis time of 70 min. Consequently, the RCY increased by 27%. |
| Author | Battisti, Umberto Maria Andersen, Ida Vang Herth, Matthias M. García-Vázquez, Rocío |
| AuthorAffiliation | 1 Department of Drug Design and Pharmacology, Faculty of Health and Medical Sciences, University of Copenhagen, Jagtvej 160, 2100 Copenhagen, Denmark; ida.andersen@sund.ku.dk (I.V.A.); rociogv@sund.ku.dk (R.G.-V.); umberto.battisti@sund.ku.dk (U.M.B.) 2 Department of Clinical Physiology, Nuclear Medicine & PET, Rigshospitalet, Blegdamsvej 9, 2100 Copenhagen, Denmark |
| AuthorAffiliation_xml | – name: 1 Department of Drug Design and Pharmacology, Faculty of Health and Medical Sciences, University of Copenhagen, Jagtvej 160, 2100 Copenhagen, Denmark; ida.andersen@sund.ku.dk (I.V.A.); rociogv@sund.ku.dk (R.G.-V.); umberto.battisti@sund.ku.dk (U.M.B.) – name: 2 Department of Clinical Physiology, Nuclear Medicine & PET, Rigshospitalet, Blegdamsvej 9, 2100 Copenhagen, Denmark |
| Author_xml | – sequence: 1 givenname: Ida Vang surname: Andersen fullname: Andersen, Ida Vang – sequence: 2 givenname: Rocío surname: García-Vázquez fullname: García-Vázquez, Rocío – sequence: 3 givenname: Umberto Maria orcidid: 0000-0002-1012-8644 surname: Battisti fullname: Battisti, Umberto Maria – sequence: 4 givenname: Matthias M. orcidid: 0000-0002-7788-513X surname: Herth fullname: Herth, Matthias M. |
| BookMark | eNplkU1v1DAQhi1URL_4AdxW4sIlxfY4_uCAVBUKlVbqpT1btjNZvErixU4q0V-Pt1shCidbM48ev-M5JUdTmpCQd4xeABj6cUwDhmXAwhUDQTl_RU6Y4LQBKszRX_djclrKllLOBGvfkGNoNVVcqhPy6XY3xzE-ujmmaZX61ZeYMcyry5zGWgsrpq-btfM4xGmz79_hnN1jnLCck9e9Gwq-fT7PyP3117ur78369tvN1eW6CcBa3gBqHwD6IDWHYLxgVBqupZA9MtXJgDWJ420A7ZULQiragQhgeAApvIczcnPwdslt7S7H0eVfNrlonwopb6zLNeqAttOh58i86RUKLevDwaDAOix47UFV1-eDa7f4EbuAU51meCF92ZniD7tJD9ZwWSObKvjwLMjp54JltmMsAYfBTZiWYiumFG8FYxV9_w-6TUue6lftKclaJShUih2okFMpGfs_YRi1-y3b_7YMvwHwO5vI |
| CitedBy_id | crossref_primary_10_1002_cbic_202200539 crossref_primary_10_1021_acs_bioconjchem_2c00583 crossref_primary_10_1186_s41181_023_00203_5 crossref_primary_10_1016_j_ejmech_2023_115862 crossref_primary_10_1039_D3CC04212J crossref_primary_10_1021_acs_joc_4c00574 |
| Cites_doi | 10.1021/acs.jmedchem.1c01326 10.1002/ange.201404436 10.1039/C4OB01336K 10.1002/ange.200906294 10.1073/pnas.0707090104 10.3390/molecules22122231 10.1021/acs.jmedchem.7b01108 10.1021/acscentsci.8b00251 10.1021/bc200288d 10.1039/c3ob40897c 10.1021/acs.chemrev.5b00493 10.1021/acs.bioconjchem.5b00630 10.1002/jlcr.3583 10.1021/acs.orglett.6b02911 10.1021/acsptsci.1c00007 10.1021/acs.bioconjchem.8b00699 10.1016/j.nucmedbio.2020.11.003 10.3390/molecules24173197 10.1021/acsmedchemlett.5b00330 10.1039/C6CC03295H 10.1016/j.cbpa.2013.08.004 10.1021/ja044996f 10.3390/ph15020245 10.1002/anie.200900942 10.1002/chem.201604633 10.1002/anie.201204687 10.1021/acsptsci.1c00133 10.1039/C4CC03903C 10.1039/D1SC02789A 10.1016/j.biomaterials.2018.06.021 10.1021/acs.bioconjchem.5b00504 10.1002/anie.201404277 |
| ContentType | Journal Article |
| Copyright | 2022 by the authors. Licensee MDPI, Basel, Switzerland. This article is an open access article distributed under the terms and conditions of the Creative Commons Attribution (CC BY) license (https://creativecommons.org/licenses/by/4.0/). Notwithstanding the ProQuest Terms and Conditions, you may use this content in accordance with the terms of the License. 2022 by the authors. 2022 |
| Copyright_xml | – notice: 2022 by the authors. Licensee MDPI, Basel, Switzerland. This article is an open access article distributed under the terms and conditions of the Creative Commons Attribution (CC BY) license (https://creativecommons.org/licenses/by/4.0/). Notwithstanding the ProQuest Terms and Conditions, you may use this content in accordance with the terms of the License. – notice: 2022 by the authors. 2022 |
| DBID | AAYXX CITATION 3V. 7X7 7XB 88E 8FI 8FJ 8FK ABUWG AFKRA AZQEC BENPR CCPQU DWQXO FYUFA GHDGH K9. M0S M1P PIMPY PQEST PQQKQ PQUKI PRINS 7X8 5PM DOA |
| DOI | 10.3390/molecules27134022 |
| DatabaseName | CrossRef ProQuest Central (Corporate) Health & Medical Collection ProQuest Central (purchase pre-March 2016) Medical Database (Alumni Edition) Hospital Premium Collection Hospital Premium Collection (Alumni Edition) ProQuest Central (Alumni) (purchase pre-March 2016) ProQuest Central (Alumni) ProQuest Central ProQuest Central Essentials ProQuest Central ProQuest One Community College ProQuest Central Korea Health Research Premium Collection Health Research Premium Collection (Alumni) ProQuest Health & Medical Complete (Alumni) Health & Medical Collection (Alumni Edition) PML(ProQuest Medical Library) Publicly Available Content Database ProQuest One Academic Eastern Edition (DO NOT USE) ProQuest One Academic ProQuest One Academic UKI Edition ProQuest Central China MEDLINE - Academic PubMed Central (Full Participant titles) DOAJ Directory of Open Access Journals |
| DatabaseTitle | CrossRef Publicly Available Content Database ProQuest Central Essentials ProQuest One Academic Eastern Edition ProQuest Health & Medical Complete (Alumni) ProQuest Central (Alumni Edition) ProQuest One Community College ProQuest Hospital Collection Health Research Premium Collection (Alumni) ProQuest Central China ProQuest Hospital Collection (Alumni) ProQuest Central ProQuest Health & Medical Complete Health Research Premium Collection ProQuest Medical Library ProQuest One Academic UKI Edition Health and Medicine Complete (Alumni Edition) ProQuest Central Korea ProQuest One Academic ProQuest Medical Library (Alumni) ProQuest Central (Alumni) MEDLINE - Academic |
| DatabaseTitleList | CrossRef Publicly Available Content Database |
| Database_xml | – sequence: 1 dbid: DOA name: DOAJ Directory of Open Access Journals url: https://www.doaj.org/ sourceTypes: Open Website – sequence: 2 dbid: 7X7 name: Health & Medical Collection url: https://search.proquest.com/healthcomplete sourceTypes: Aggregation Database |
| DeliveryMethod | fulltext_linktorsrc |
| Discipline | Chemistry |
| EISSN | 1420-3049 |
| ExternalDocumentID | oai_doaj_org_article_d8cf2e1b9f7e4868bcc9e4e8073b8b37 10_3390_molecules27134022 |
| GrantInformation_xml | – fundername: European Union’s EU Framework Programme for Research and Innovation Horizon 2020 grantid: 670261 – fundername: European Union’s Horizon 2020 research and innovation program grantid: 813528 |
| GroupedDBID | --- 0R~ 123 2WC 3V. 53G 5VS 7X7 88E 8FE 8FG 8FH 8FI 8FJ A8Z AADQD AAFWJ AAHBH AAYXX ABDBF ABJCF ABUWG ACGFO ACIWK ACPRK AEGXH AENEX AFKRA AFPKN AFRAH AFZYC AIAGR ALIPV ALMA_UNASSIGNED_HOLDINGS BBNVY BENPR BHPHI BPHCQ BVXVI CCPQU CITATION CS3 D1I DIK DU5 E3Z EBD EMOBN ESTFP ESX FYUFA GROUPED_DOAJ GX1 HCIFZ HH5 HMCUK HYE HZ~ I09 IAO ITC KB. KQ8 LK8 M1P M7P MODMG M~E O-U O9- OK1 P2P PDBOC PIMPY PQQKQ PROAC PSQYO RPM SV3 TR2 TUS UKHRP ~8M 7XB 8FK AZQEC DWQXO K9. PQEST PQUKI PRINS RIG 7X8 5PM |
| ID | FETCH-LOGICAL-c3152-3e8bc33fc6823c9b4106928646fe17d6ce726a25c38b7ac4670d34c392c364bb3 |
| IEDL.DBID | RPM |
| ISSN | 1420-3049 |
| IngestDate | Tue Oct 22 15:15:49 EDT 2024 Tue Sep 17 21:12:37 EDT 2024 Wed Dec 04 15:17:33 EST 2024 Thu Oct 10 22:19:37 EDT 2024 Fri Dec 06 05:14:34 EST 2024 |
| IsDoiOpenAccess | true |
| IsOpenAccess | true |
| IsPeerReviewed | true |
| IsScholarly | true |
| Issue | 13 |
| Language | English |
| License | https://creativecommons.org/licenses/by/4.0 Licensee MDPI, Basel, Switzerland. This article is an open access article distributed under the terms and conditions of the Creative Commons Attribution (CC BY) license (https://creativecommons.org/licenses/by/4.0/). |
| LinkModel | DirectLink |
| MergedId | FETCHMERGED-LOGICAL-c3152-3e8bc33fc6823c9b4106928646fe17d6ce726a25c38b7ac4670d34c392c364bb3 |
| Notes | ObjectType-Article-1 SourceType-Scholarly Journals-1 ObjectType-Feature-2 content type line 23 These authors contributed equally to this work. |
| ORCID | 0000-0002-1012-8644 0000-0002-7788-513X |
| OpenAccessLink | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9268649/ |
| PMID | 35807267 |
| PQID | 2686157403 |
| PQPubID | 2032355 |
| ParticipantIDs | doaj_primary_oai_doaj_org_article_d8cf2e1b9f7e4868bcc9e4e8073b8b37 pubmedcentral_primary_oai_pubmedcentral_nih_gov_9268649 proquest_miscellaneous_2687725411 proquest_journals_2686157403 crossref_primary_10_3390_molecules27134022 |
| PublicationCentury | 2000 |
| PublicationDate | 20220622 |
| PublicationDateYYYYMMDD | 2022-06-22 |
| PublicationDate_xml | – month: 6 year: 2022 text: 20220622 day: 22 |
| PublicationDecade | 2020 |
| PublicationPlace | Basel |
| PublicationPlace_xml | – name: Basel |
| PublicationTitle | Molecules (Basel, Switzerland) |
| PublicationYear | 2022 |
| Publisher | MDPI AG MDPI |
| Publisher_xml | – name: MDPI AG – name: MDPI |
| References | Battisti (ref_23) 2021; 12 Evans (ref_6) 2014; 50 Sletten (ref_5) 2009; 48 Herth (ref_33) 2021; 93 Meimetis (ref_12) 2016; 27 Seckute (ref_3) 2013; 17 Li (ref_15) 2016; 7 Agard (ref_7) 2004; 126 Carroll (ref_1) 2013; 11 ref_19 Tredwell (ref_31) 2014; 126 Bratteby (ref_21) 2021; 4 Battisti (ref_11) 2021; 43 Zischler (ref_32) 2017; 23 Battisti (ref_24) 2021; 64 Preshlock (ref_27) 2016; 116 Devaraj (ref_2) 2018; 4 Makaravage (ref_18) 2016; 18 Denk (ref_20) 2014; 53 Zhou (ref_14) 2018; 29 Baskin (ref_8) 2007; 104 Preshlock (ref_26) 2016; 52 ref_25 Mossine (ref_30) 2018; 61 Meyer (ref_10) 2017; 60 Meyer (ref_16) 2016; 27 Zeglis (ref_13) 2011; 22 Tredwell (ref_28) 2012; 51 Rossin (ref_9) 2010; 122 Richarz (ref_22) 2014; 12 ref_29 Edem (ref_4) 2018; 179 Steen (ref_17) 2021; 4 |
| References_xml | – volume: 64 start-page: 15297 year: 2021 ident: ref_24 article-title: Development of the First Aliphatic (18)F-Labeled Tetrazine Suitable for Pretargeted PET Imaging-Expanding the Bioorthogonal Tool Box publication-title: J. Med. Chem. doi: 10.1021/acs.jmedchem.1c01326 contributor: fullname: Battisti – volume: 126 start-page: 7885 year: 2014 ident: ref_31 article-title: A general copper-mediated nucleophilic 18F fluorination of arenes publication-title: Angew. Chem. doi: 10.1002/ange.201404436 contributor: fullname: Tredwell – volume: 12 start-page: 8094 year: 2014 ident: ref_22 article-title: Neither azeotropic drying, nor base nor other additives: A minimalist approach to (18)F-labeling publication-title: Org. Biomol. Chem. doi: 10.1039/C4OB01336K contributor: fullname: Richarz – volume: 43 start-page: 2100655 year: 2021 ident: ref_11 article-title: [(11)C]Carboxylated Tetrazines for Facile Labeling of Trans-Cyclooctene-Functionalized PeptoBrushes publication-title: Macromol. Rapid Commun. contributor: fullname: Battisti – volume: 122 start-page: 3447 year: 2010 ident: ref_9 article-title: In vivo chemistry for pretargeted tumor imaging in live mice publication-title: Angew. Chem. doi: 10.1002/ange.200906294 contributor: fullname: Rossin – volume: 104 start-page: 16793 year: 2007 ident: ref_8 article-title: Copper-free click chemistry for dynamic in vivo imaging publication-title: Proc. Natl. Acad. Sci. USA doi: 10.1073/pnas.0707090104 contributor: fullname: Baskin – ident: ref_19 doi: 10.3390/molecules22122231 – volume: 60 start-page: 8201 year: 2017 ident: ref_10 article-title: Exploring Structural Parameters for Pretargeting Radioligand Optimization publication-title: J. Med. Chem. doi: 10.1021/acs.jmedchem.7b01108 contributor: fullname: Meyer – volume: 4 start-page: 952 year: 2018 ident: ref_2 article-title: The Future of Bioorthogonal Chemistry publication-title: ACS Cent. Sci. doi: 10.1021/acscentsci.8b00251 contributor: fullname: Devaraj – volume: 22 start-page: 2048 year: 2011 ident: ref_13 article-title: Modular strategy for the construction of radiometalated antibodies for positron emission tomography based on inverse electron demand Diels-Alder click chemistry publication-title: Bioconjug. Chem. doi: 10.1021/bc200288d contributor: fullname: Zeglis – volume: 11 start-page: 5772 year: 2013 ident: ref_1 article-title: Bioorthogonal chemistry for pre-targeted molecular imaging—Progress and prospects publication-title: Org. Biomol. Chem. doi: 10.1039/c3ob40897c contributor: fullname: Carroll – volume: 116 start-page: 719 year: 2016 ident: ref_27 article-title: (18)F-Labeling of Arenes and Heteroarenes for Applications in Positron Emission Tomography publication-title: Chem. Rev. doi: 10.1021/acs.chemrev.5b00493 contributor: fullname: Preshlock – volume: 27 start-page: 257 year: 2016 ident: ref_12 article-title: Bioorthogonal Fluorophore Linked DFO-Technology Enabling Facile Chelator Quantification and Multimodal Imaging of Antibodies publication-title: Bioconjug. Chem. doi: 10.1021/acs.bioconjchem.5b00630 contributor: fullname: Meimetis – volume: 61 start-page: 228 year: 2018 ident: ref_30 article-title: Automated synthesis of PET radiotracers by copper-mediated (18) F-fluorination of organoborons: Importance of the order of addition and competing protodeborylation publication-title: J. Label. Comp. Radiopharm. doi: 10.1002/jlcr.3583 contributor: fullname: Mossine – volume: 18 start-page: 5440 year: 2016 ident: ref_18 article-title: Copper-Mediated Radiofluorination of Arylstannanes with [(18)F]KF publication-title: Org. Lett. doi: 10.1021/acs.orglett.6b02911 contributor: fullname: Makaravage – volume: 4 start-page: 824 year: 2021 ident: ref_17 article-title: Lipophilicity and Click Reactivity Determine the Performance of Bioorthogonal Tetrazine Tools in Pretargeted In Vivo Chemistry publication-title: ACS Pharm. Transl. Sci. doi: 10.1021/acsptsci.1c00007 contributor: fullname: Steen – volume: 29 start-page: 4090 year: 2018 ident: ref_14 article-title: An Efficient Method for Labeling Single Domain Antibody Fragments with (18)F Using Tetrazine- Trans-Cyclooctene Ligation and a Renal Brush Border Enzyme-Cleavable Linker publication-title: Bioconjug. Chem. doi: 10.1021/acs.bioconjchem.8b00699 contributor: fullname: Zhou – volume: 93 start-page: 19 year: 2021 ident: ref_33 article-title: On the consensus nomenclature rules for radiopharmaceutical chemistry—Reconsideration of radiochemical conversion publication-title: Nucl. Med. Biol. doi: 10.1016/j.nucmedbio.2020.11.003 contributor: fullname: Herth – ident: ref_29 doi: 10.3390/molecules24173197 – volume: 7 start-page: 62 year: 2016 ident: ref_15 article-title: A New Highly Reactive and Low Lipophilicity Fluorine-18 Labeled Tetrazine Derivative for Pretargeted PET Imaging publication-title: ACS Med. Chem. Lett. doi: 10.1021/acsmedchemlett.5b00330 contributor: fullname: Li – volume: 52 start-page: 8361 year: 2016 ident: ref_26 article-title: Enhanced copper-mediated (18)F-fluorination of aryl boronic esters provides eight radiotracers for PET applications publication-title: Chem. Commun. doi: 10.1039/C6CC03295H contributor: fullname: Preshlock – volume: 17 start-page: 761 year: 2013 ident: ref_3 article-title: Expanding room for tetrazine ligations in the in vivo chemistry toolbox publication-title: Curr. Opin. Chem. Biol. doi: 10.1016/j.cbpa.2013.08.004 contributor: fullname: Seckute – volume: 126 start-page: 15046 year: 2004 ident: ref_7 article-title: A strain-promoted [3 + 2] azide-alkyne cycloaddition for covalent modification of biomolecules in living systems publication-title: J. Am. Chem. Soc. doi: 10.1021/ja044996f contributor: fullname: Agard – ident: ref_25 doi: 10.3390/ph15020245 – volume: 48 start-page: 6974 year: 2009 ident: ref_5 article-title: Bioorthogonal chemistry: Fishing for selectivity in a sea of functionality publication-title: Angew. Chem. Int. Ed. Engl. doi: 10.1002/anie.200900942 contributor: fullname: Sletten – volume: 23 start-page: 3251 year: 2017 ident: ref_32 article-title: Alcohol-Enhanced Cu-Mediated Radiofluorination publication-title: Chemistry doi: 10.1002/chem.201604633 contributor: fullname: Zischler – volume: 51 start-page: 11426 year: 2012 ident: ref_28 article-title: 18F labeling of arenes publication-title: Angew. Chem. Int. Ed. Engl. doi: 10.1002/anie.201204687 contributor: fullname: Tredwell – volume: 4 start-page: 1556 year: 2021 ident: ref_21 article-title: Insights into Elution of Anion Exchange Cartridges: Opening the Path toward Aliphatic (18)F-Radiolabeling of Base-Sensitive Tracers publication-title: ACS Pharmacol. Transl. Sci. doi: 10.1021/acsptsci.1c00133 contributor: fullname: Bratteby – volume: 50 start-page: 9557 year: 2014 ident: ref_6 article-title: A bioorthogonal (68) Ga-labelling strategy for rapid in vivo imaging publication-title: Chem. Commun. doi: 10.1039/C4CC03903C contributor: fullname: Evans – volume: 12 start-page: 11668 year: 2021 ident: ref_23 article-title: Direct Cu-mediated aromatic (18)F-labeling of highly reactive tetrazines for pretargeted bioorthogonal PET imaging publication-title: Chem. Sci. doi: 10.1039/D1SC02789A contributor: fullname: Battisti – volume: 179 start-page: 209 year: 2018 ident: ref_4 article-title: Pretargeting in nuclear imaging and radionuclide therapy: Improving efficacy of theranostics and nanomedicines publication-title: Biomaterials doi: 10.1016/j.biomaterials.2018.06.021 contributor: fullname: Edem – volume: 27 start-page: 298 year: 2016 ident: ref_16 article-title: (18)F-Based Pretargeted PET Imaging Based on Bioorthogonal Diels-Alder Click Chemistry publication-title: Bioconjug. Chem. doi: 10.1021/acs.bioconjchem.5b00504 contributor: fullname: Meyer – volume: 53 start-page: 9655 year: 2014 ident: ref_20 article-title: Development of a (18) F-labeled tetrazine with favorable pharmacokinetics for bioorthogonal PET imaging publication-title: Angew. Chem. Int. Ed. Engl. doi: 10.1002/anie.201404277 contributor: fullname: Denk |
| SSID | ssj0021415 |
| Score | 2.402989 |
| Snippet | Radiolabeling of tetrazines has gained increasing attention due to their important role in pretargeted imaging or therapy. The most commonly used radionuclide... |
| SourceID | doaj pubmedcentral proquest crossref |
| SourceType | Open Website Open Access Repository Aggregation Database |
| StartPage | 4022 |
| SubjectTerms | Catalysts copper-mediated fluorination Efficiency Fluorides Fluorination Fluorine Fluorine isotopes fluorine-18 Imaging Labeling Optimization Positron emission Precursors pretargeted imaging Process parameters Radiochemistry Radioisotopes tetrazine ligation Tomography |
| SummonAdditionalLinks | – databaseName: DOAJ Directory of Open Access Journals dbid: DOA link: http://utb.summon.serialssolutions.com/2.0.0/link/0/eLvHCXMwrV1LS8QwEA6yF72IT6wvKngSgs0kTVJvKi4iPi674K0k6RQ9bFdc_f9O2q5YPHjx2klJ8k2S-YZkZhg7JR8hltuWHEzhuHIKuZci5wUZQxsCcRKMgcIPj_p2qu6e8-cfpb7im7AuPXAH3HllQw0ofFEbVFZbH0KBCi0tTW-97OLIM1g6U72rJcgudXeYkpz681lXahYXEEMnM4CBFWqT9Q8Y5vB95A-DM95g6z1TTC-7EW6yFWy22Or1skDbNrt4ou0-6-Mo03mddscX_TFv87Cmwo75vfNtxHmUT5D6idmkFztsOr6ZXN_yvhQCD4QccIk0cSnroC3IUHhFnlwBVitdozCVDmhAO8iDtN64QKdfVkkViPwEqZX3cpeNmnmDeywNUGVIpEDryiuTaeeIgrlcGBNABKwSdraEpnzrMl6U5ClEHMtfOCbsKoL33TAmq24_kArLXoXlXypM2OES-rLfQYsStCWyZVQmE3byLSaE44WGa3D-2bYh5yBXQiTMDFQ2GNBQ0ry-tFm0i9iDKvb_YwYHbA1iWESmOcAhG328f-IRkZUPf9yuyy_hpenh priority: 102 providerName: Directory of Open Access Journals – databaseName: ProQuest Technology Collection dbid: 8FG link: http://utb.summon.serialssolutions.com/2.0.0/link/0/eLvHCXMwfV3Nb9UwDLdgHOAyARui-0BF4jQpWvPRJOWC2LS3aQJ22aTdqsR1gcPasbf9_3PavgfVJK5NorS_NPbPcWwDfGIbIZXb1kK5KggTDImoZSkqVoYekTkJpUDh7z_s2ZU5vy6vpwO35XStciUTB0Hd9JjOyA-V9ax8nSn0l9s_IlWNSt7VqYTGc3ghlbPpSp9fnK4NLsnaafRkajbtD2_GgrO0VCmAslBqpouGlP0znjm_JfmP2lm8hs2JL-ZfxwV-A8-oewsvj1dl2rbg8wVv-pspmjLv23wUYjyiH7Kx5tIvxLcQh7jz1H5JPE_KKb3chqvFyeXxmZgKIghk_JTQ5CNq3aL1SmMVDdtzlfLW2JakayySUzaoErWPLiDLwKLRBpkCobYmRv0ONrq-o_eQo2oKYmpgbRONK2wITMRCKZ1DJZGaDA5W0NS3Y96Lmu2FhGP9BMcMjhJ4644pZfXwoL_7WU87oG48topkrFpHxlv-EqzIkGcZE33ULoO9FfT1tI-W9d9Vz-DjupkRTm6N0FH_MPRhE6E0UmbgZks2e6F5S_f715BLu0ozmGrn_5PvwiuVwh4KK5Tag437uwfaZzJyHz8Mf9wjMW7gXA priority: 102 providerName: ProQuest |
| Title | Optimization of Direct Aromatic 18F-Labeling of Tetrazines |
| URI | https://www.proquest.com/docview/2686157403 https://search.proquest.com/docview/2687725411 https://pubmed.ncbi.nlm.nih.gov/PMC9268649 https://doaj.org/article/d8cf2e1b9f7e4868bcc9e4e8073b8b37 |
| Volume | 27 |
| hasFullText | 1 |
| inHoldings | 1 |
| isFullTextHit | |
| isPrint | |
| link | http://utb.summon.serialssolutions.com/2.0.0/link/0/eLvHCXMwnV1La9wwEB6SFNpcSp_Ebbq40FPBWethSc4tWbINpUlDSWBvRhrLbSBrh2zy_zuS7bSmt158sCRsfSNp5kPzAPhEHCGU2xYZ16XNpJU-c4IVWUnK0CCSTeJDoPDZuTq9kl9XxWoLijEWJjrto7s-aG_WB-31r-hbebvG-egnNr84W5RcGSXL-TZsk_odKfrAshippP76UhCfn6_7KrN-w0PUJGmsXXgarv40j6Xl_-iimLJ_YmdOvST_UjvLF_B8sBfTo_6_XsKWb1_Bs8VYpu01HH6nTb8eoinTrkn7Q4xGdDEba8rMMvtmXYw7D-2Xnr4Tckpv3sDV8uRycZoNBREyJPx4JrxxKESDynCBpZPE50pOUKjGM10r9DQrywsUxmmLdAbmtZBIJhAKJZ0Tb2Gn7Vq_BynyOvdkGihVO6lzZS0ZYrZgWiNn6OsEPo_QVLd93ouK-EKAtPoH0gSOA3iPHUPK6viiu_tZDYKraoMN98yVjfbSKJoJll56koRwxgmdwP4IfTXso00VBM0KLXORwMfHZkI4XGvY1ncPsQ9RhEIyloCeiGzyQ9MWWloxl_awlN7998j3sMtDRESuMs73Yef-7sF_IDvl3s1oda40Pc3yywyeHJ-cX_yYRc4_iyv2N05D7c8 |
| link.rule.ids | 230,314,727,780,784,864,885,2102,12056,12765,21388,27924,27925,31719,31720,33373,33374,33744,33745,43310,43600,43805,53791,53793,73745,74035,74302 |
| linkProvider | National Library of Medicine |
| linkToHtml | http://utb.summon.serialssolutions.com/2.0.0/link/0/eLvHCXMwfV1Lb9QwEB5BOZQL4ikCBYLECclq_IjtcEFQsSywLZet1FtkTyaFQ5PSbf8_4yS7ECFxjW05-RzPfOPxzAC8YRshldvWQrkqCBMMiahlKSpWhh6ROQmlQOHjE7s8NV_PyrPpwG0zXavcysRBUDc9pjPyQ2U9K19nCv3-8pdIVaOSd3UqoXEb7hjNqjtFii8-7wwuydpp9GRqNu0PL8aCs7RRKYCyUGqmi4aU_TOeOb8l-ZfaWdyHexNfzD-MC_wAblH3EPaPtmXaHsG777zpL6Zoyrxv81GI8Yh-yMaaS78QqxCHuPPUviaeJ-WU3jyG08Wn9dFSTAURBDJ-SmjyEbVu0XqlsYqG7blKeWtsS9I1FskpG1SJ2kcXkGVg0WiDTIFQWxOjfgJ7Xd_RU8hRNQUxNbC2icYVNgQmYqGUzqGSSE0Gb7fQ1Jdj3oua7YWEY_0Pjhl8TODtOqaU1cOD_uq8nnZA3XhsFclYtY6Mt_wlWJEhzzIm-qhdBgdb6OtpH23qP6uewetdMyOc3Bqho_5m6MMmQmmkzMDNlmz2QvOW7uePIZd2lWYw1bP_T_4K9pfr41W9-nLy7TncVSkEorBCqQPYu766oRdMTK7jy-Hv-w3EGeM- |
| linkToPdf | http://utb.summon.serialssolutions.com/2.0.0/link/0/eLvHCXMwfV1Lb9QwEB7BVgIuFU8RKBAkTkjWxmPHdnpBtHRVoCwVaqXeIttxgEOT0m3_f8eJd2mExDV25OSzPfONPQ-Ad2QjxHLbgqGuLJNWBuYEL1lFytB4T5wkxEDhb0t1eCq_nJVnyf9pldwq1zJxENRN7-MZ-RyVIeWrZSHmbXKLOP60-HDxh8UKUvGmNZXTuAtbpBULnMHW3sHy-MfG_OKkq8Z7TUGG_vx8LD8bVhjDKQvEiWYaEvhPWOfUZ_KWElo8hO3EHvOP43Q_gjuhewz399dF257A7ncSAecptjLv23wUafRGP-RmzblZsCPrhij02H4SaJyYYXr1FE4XByf7hyyVR2Ce0EQmgnFeiNYrg8JXTpJ1V6FRUrWB60b5oFFZLL0wTltPErFohPREiLxQ0jnxDGZd34XnkHtsikBEQanGSV0oa4mW2ZJr7ZH70GTwfg1NfTFmwajJeog41v_gmMFeBG_TMSawHh70lz_rtB_qxvgWA3dVq4M0iv7EV0EGQxLHGSd0Bjtr6Ou0q1b13zWQwdtNMyEcLzlsF_rroQ8ZDKXkPAM9mbLJB01but-_hszaVRxBVi_-P_gbuEdLrz76vPz6Eh5gjIcoFEPcgdnV5XV4RSzlyr1Oy-8GETPo2g |
| openUrl | ctx_ver=Z39.88-2004&ctx_enc=info%3Aofi%2Fenc%3AUTF-8&rfr_id=info%3Asid%2Fsummon.serialssolutions.com&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&rft.genre=article&rft.atitle=Optimization+of+Direct+Aromatic+18F-Labeling+of+Tetrazines&rft.jtitle=Molecules+%28Basel%2C+Switzerland%29&rft.au=Andersen%2C+Ida+Vang&rft.au=Garc%C3%ADa-V%C3%A1zquez%2C+Roc%C3%ADo&rft.au=Battisti%2C+Umberto+Maria&rft.au=Herth%2C+Matthias+M&rft.date=2022-06-22&rft.eissn=1420-3049&rft.volume=27&rft.issue=13&rft_id=info:doi/10.3390%2Fmolecules27134022&rft.externalDBID=NO_FULL_TEXT |
| thumbnail_l | http://covers-cdn.summon.serialssolutions.com/index.aspx?isbn=/lc.gif&issn=1420-3049&client=summon |
| thumbnail_m | http://covers-cdn.summon.serialssolutions.com/index.aspx?isbn=/mc.gif&issn=1420-3049&client=summon |
| thumbnail_s | http://covers-cdn.summon.serialssolutions.com/index.aspx?isbn=/sc.gif&issn=1420-3049&client=summon |