~(18)F-Trifluoromethylation of Unmodified Peptides with 5-~(18)F-(Trifluoromethyl)dibenzothiophenium Trifluoromethanesulfonate

Stefan Verhoog; Choon Wee Kee; Yanlan Wang; Tanatorn Khotavivattana; Thomas C. Wilson; Veerle Kersemans; Sean Smart; Matthew Tredwell; Benjamin G. Davis; Véronique Gouverneur

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~(18)F-Trifluoromethylation of Unmodified Peptides with 5-~(18)F-(Trifluoromethyl)dibenzothiophenium Trifluoromethanesulfonate

机译：用5-〜（18）F-（三氟甲基）二苯并噻吩三氟甲烷磺酸酯对未修饰的肽进行〜（18）F-三氟甲基化

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The ~(18)F-labeling of 5-(trifluoromethyl)-dibenzothiophenium trifluoromethanesulfonate, commonly referred to as the Umemoto reagent, has been accomplished applying a halogen exchange ~(18)F-fluorination with ~(18)F-fluoride, followed by oxidative cyclization with Oxone and trifluoromethanesulfonic anhydride. This new ~(18)F-reagent allows for the direct chemoselective ~(18)F-labeling of unmodified peptides at the thiol cysteine residue.

机译：5-（三氟甲基）-二苯并噻吩三氟甲磺酸盐的〜（18）F标记（通常称为梅本试剂）是通过使用〜（18）F-氟化物进行卤素交换〜（18）F-氟化而完成的，随后进行通过用酮和三氟甲磺酸酐进行氧化环化反应。这种新的〜（18）F试剂可对未修饰肽的巯基半胱氨酸残基进行直接化学选择性〜（18）F标记。

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来源
《Journal of the American Chemical Society》 |2018年第5期|1572-1575|共4页
作者
Stefan Verhoog; Choon Wee Kee; Yanlan Wang; Tanatorn Khotavivattana; Thomas C. Wilson; Veerle Kersemans; Sean Smart; Matthew Tredwell; Benjamin G. Davis; Véronique Gouverneur;
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作者单位

Chemistry Research Laboratory, University of Oxford, 12 Mansfield Road, Oxford OX1 3TA, United Kingdom;

Chemistry Research Laboratory, University of Oxford, 12 Mansfield Road, Oxford OX1 3TA, United Kingdom;

Chemistry Research Laboratory, University of Oxford, 12 Mansfield Road, Oxford OX1 3TA, United Kingdom;

Chemistry Research Laboratory, University of Oxford, 12 Mansfield Road, Oxford OX1 3TA, United Kingdom;

Chemistry Research Laboratory, University of Oxford, 12 Mansfield Road, Oxford OX1 3TA, United Kingdom;

Oxford Institute for Radiation Oncology, University of Oxford, Roosevelt Drive, Oxford OX3 7DQ, United Kingdom;

Oxford Institute for Radiation Oncology, University of Oxford, Roosevelt Drive, Oxford OX3 7DQ, United Kingdom;

Chemistry Research Laboratory, University of Oxford, 12 Mansfield Road, Oxford OX1 3TA, United Kingdom;

Chemistry Research Laboratory, University of Oxford, 12 Mansfield Road, Oxford OX1 3TA, United Kingdom;

Chemistry Research Laboratory, University of Oxford, 12 Mansfield Road, Oxford OX1 3TA, United Kingdom;

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收录信息美国《科学引文索引》(SCI);美国《工程索引》(EI);美国《生物学医学文摘》(MEDLINE);美国《化学文摘》(CA);
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入库时间 2022-08-18 03:07:18

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机译：Cu（Ⅰ）介导的芳烃〜（18）F-三氟甲基化：〜（18）F标记的三氟甲基芳烃的快速合成
2. ~(18)F-Trifluoromethanesulfinate Enables Direct C-H ~(18)F-Trifluoromethylation of Native Aromatic Residues in Peptides [J] . Choon Wee Kee, Osman Tack, Florian Guibbal, Journal of the American Chemical Society . 2020,第3期

机译：〜（18）F-三氟甲亚磺酸盐使肽中的天然芳香残基直接C-H〜（18）F-三氟甲基化成为可能
3. Prostate Cancer: PET with ^sup 18^F-FDG, ^sup 18^F- or ^sup 11^C-Acetate, and ^sup 18^F- or ^sup 11^C-Choline [J] . Jadvar Hossein The Journal of Nuclear Medicine . 2011,第1期

机译：前列腺癌：PET，^ 18 ^ F-FDG，^^ 18 ^ F-或^^ 11 ^ C-乙酸盐，^^ 18 ^ F-或^^ 11 ^ C-胆碱
4. Aeroelastic Analysis of F- 16 and F- 18/A Configurations Using Adapted CFD- Based Reduced- Order Models [C] . D. Amsallem, C. Farhat, T. Lieu AIAA/ASME/ASCE/AHS/ASC Structures, Structural Dynamics, and Materials Conference . 2007

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5. Modification of Peptide J18 for Enhanced Ovarian Cancer Cell Targeting [D] . Oni, Michael Olalekan 2019

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6. N-Succinimidyl 3-((4-(4-18Ffluorobutyl)-1H-123-triazol-1-yl)methyl)-5-(guanidinomethyl)benzoate (18FSFBTMGMB): A Residualizing Label for 18F-labeling of internalizing biomolecules [O] . Ganesan Vaidyanathan, Darryl McDougald, Jaeyeon Choi, -1

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7. S-(Trifluoromethyl)dibenzothiophenium Trifluoromethanesulfonate. [O] . Teruo UMEMOTO 1996

机译：S-（三氟甲基）二苯甲苯苯磺酸二苯甲酸二苯甲酸二苯甲酸磺酸盐。
8. Results of an Acute Inhalation Toxicity Study in Rats using 4,7,10,15-Tetraoxa14- silaecos-19-yn-18-ol,14,14-dibutyl 1,1,1,2,2,3, 3,5,6,6,8-undecafluo ro18methyl-5,8-bis (trifluoromethyl). [R] . 2010

机译：大鼠急性吸入毒性研究结果使用4,7,10,15-Tetraoxa14-silaecos-19-yn-18-ol，14,14-dibutyl 1,1,1,2,2,3,3,5 ，6,6,8-十一碳烯基ro18甲基-5,8-双（三氟甲基）。

~(18)F-Trifluoromethylation of Unmodified Peptides with 5-~(18)F-(Trifluoromethyl)dibenzothiophenium Trifluoromethanesulfonate

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