直接氟化酚酞：一种用于体内 pH 值测量的正电子发射示踪剂的合成方法。
Direct fluorination of phenolsulfonphthalein: a method for synthesis of positron-emitting indicators for in vivo pH measurement.
机构信息
Department of Radiology, Perelman School of Medicine, University of Pennsylvania, 195 John Morgan Building, Philadelphia, PA 19104-6072, USA.
出版信息
Cell Biochem Biophys. 2013 May;66(1):1-5. doi: 10.1007/s12013-012-9390-x.
Abstract
We report a reaction of direct electrophilic fluorination of phenolsulfonphthalein at mild conditions. This reaction affords the synthesis of novel positron-emitting (18)F-labeled pH indicators. These compounds are useful for non-invasive in vivo pH measurement in biological objects.
摘要
我们报道了在温和条件下酚磺酞的直接亲电氟化反应。该反应提供了新型正电子发射（18）F 标记的 pH 指示剂的合成方法。这些化合物可用于生物体内的非侵入性 pH 测量。
相似文献
1
Direct fluorination of phenolsulfonphthalein: a method for synthesis of positron-emitting indicators for in vivo pH measurement.直接氟化酚酞：一种用于体内 pH 值测量的正电子发射示踪剂的合成方法。
Cell Biochem Biophys. 2013 May;66(1):1-5. doi: 10.1007/s12013-012-9390-x.
2
Cerenkov-specific contrast agents for detection of pH in vivo.用于体内pH检测的切伦科夫特异性造影剂。
J Nucl Med. 2015 Mar;56(3):483-8. doi: 10.2967/jnumed.114.146605. Epub 2015 Feb 5.
3
A fluoride-derived electrophilic late-stage fluorination reagent for PET imaging.一种来源于氟化物的亲电晚期氟代试剂，用于正电子发射断层成像术（PET 成像）。
Science. 2011 Nov 4;334(6056):639-42. doi: 10.1126/science.1212625.
4
Reagent-dependent formation of C-C and C-F bonds in Pt complexes: an unexpected twist in the electrophilic fluorination chemistry.Pt 配合物中 C-C 和 C-F 键的试剂依赖性形成：亲电氟化化学中的一个意外转折。
J Am Chem Soc. 2010 Aug 11;132(31):10626-7. doi: 10.1021/ja101436w.
5
A convenient photocatalytic fluorination of unactivated C-H bonds.一种方便的未活化 C-H 键光催化氟化方法。
Angew Chem Int Ed Engl. 2014 Apr 25;53(18):4690-3. doi: 10.1002/anie.201400420. Epub 2014 Mar 25.
6
Catalytic decarboxylative fluorination for the synthesis of tri- and difluoromethyl arenes.用于三氟甲基和二氟甲基芳烃合成的催化脱羧氟化反应。
Org Lett. 2013 Jun 7;15(11):2648-51. doi: 10.1021/ol4009377. Epub 2013 May 20.
7
Organomediated Enantioselective (18)F Fluorination for PET Applications.用于正电子发射断层扫描（PET）应用的有机介导的对映选择性 (18)F 氟化
Angew Chem Int Ed Engl. 2015 Nov 2;54(45):13366-9. doi: 10.1002/anie.201506035. Epub 2015 Sep 11.
8
Palladium-catalysed electrophilic aromatic C-H fluorination.钯催化的亲电芳香 C-H 氟化反应。
Nature. 2018 Feb 21;554(7693):511-514. doi: 10.1038/nature25749.
9
Synthesis and characterization of fluorinated derivatives of cresolsulfonphthalein.甲酚红紫的氟化衍生物的合成与表征
J Fluor Chem. 2013 Jan 1;145:112-117. doi: 10.1016/j.jfluchem.2012.10.011.
10
Kitamura Electrophilic Fluorination Using HF as a Source of Fluorine.Using HF as a Source of Fluorine in Kitamura's Electrophilic Fluorination.
Molecules. 2020 Apr 30;25(9):2116. doi: 10.3390/molecules25092116.
引用本文的文献
1
Synthesis of pH indicators for Cerenkov imaging by electrophilic substitution of bromine by fluorine in an aromatic system.通过在芳香体系中用氟对溴进行亲电取代来合成用于切伦科夫成像的pH指示剂。
J Fluor Chem. 2017 Aug;200:146-152. doi: 10.1016/j.jfluchem.2017.06.017. Epub 2017 Jul 5.
2
Synthesis of F-18 labeled resazurin by direct electrophilic fluorination.通过直接亲电氟化合成F-18标记的刃天青。
J Fluor Chem. 2015 Oct;178:136-141. doi: 10.1016/j.jfluchem.2015.07.017. Epub 2015 Jul 17.
3
Cerenkov-specific contrast agents for detection of pH in vivo.用于体内pH检测的切伦科夫特异性造影剂。
J Nucl Med. 2015 Mar;56(3):483-8. doi: 10.2967/jnumed.114.146605. Epub 2015 Feb 5.
4
Synthesis of F-labeled phenolphthalein and naphtholphthalein.F 标记酚酞和萘酚酞的合成。
J Fluor Chem. 2013 Jul 1;151:1-6. doi: 10.1016/j.jfluchem.2013.03.021.
5
Synthesis and characterization of fluorinated derivatives of cresolsulfonphthalein.甲酚红紫的氟化衍生物的合成与表征
J Fluor Chem. 2013 Jan 1;145:112-117. doi: 10.1016/j.jfluchem.2012.10.011.
6
Core-based lipid nanoparticles as a nanoplatform for delivery of near-infrared fluorescent imaging agents.基于核心的脂质纳米颗粒作为近红外荧光成像剂递送的纳米平台。
Am J Nucl Med Mol Imaging. 2014 Sep 6;4(6):507-24. eCollection 2014.
7
Direct inhibition of choline kinase by a near-infrared fluorescent carbocyanine.一种近红外荧光碳菁对胆碱激酶的直接抑制作用。
Mol Cancer Ther. 2014 Sep;13(9):2149-58. doi: 10.1158/1535-7163.MCT-14-0085. Epub 2014 Jul 15.
本文引用的文献
1
Catalysis of fluorine addition to double bond: an improvement of method for synthesis of (18)F PET agents.氟对双键的加成催化作用：（18）F正电子发射断层显像剂合成方法的改进
Appl Radiat Isot. 2010 Feb;68(2):293-6. doi: 10.1016/j.apradiso.2009.10.005. Epub 2009 Oct 23.
2
Synthesis of fluorine-18 labeled rhodamine B: A potential PET myocardial perfusion imaging agent.氟-18标记罗丹明B的合成：一种潜在的正电子发射断层显像心肌灌注显像剂。
Appl Radiat Isot. 2010 Jan;68(1):96-100. doi: 10.1016/j.apradiso.2009.08.013. Epub 2009 Aug 28.
3
Synthesis of 11C, 18F, 15O, and 13N radiolabels for positron emission tomography.用于正电子发射断层扫描的11C、18F、15O和13N放射性标记物的合成。
Angew Chem Int Ed Engl. 2008;47(47):8998-9033. doi: 10.1002/anie.200800222.
4
[18F]-EF5, a marker for PET detection of hypoxia: synthesis of precursor and a new fluorination procedure.[18F]-EF5，一种用于正电子发射断层扫描（PET）检测缺氧的标记物：前体的合成及一种新的氟化程序
Appl Radiat Isot. 2001 Jan;54(1):73-80. doi: 10.1016/s0969-8043(00)00102-0.
5
[Differences between phthaleins and sulfonphthaleins].[酞类与磺酞类之间的差异]
Yakugaku Zasshi. 1997 Nov;117(10-11):764-70. doi: 10.1248/yakushi1947.117.10-11_764.
Zotero 插件