Literature DB >> 22196677

Radiosynthesis of 1-[18F]fluoroethyl-L-tryptophan as a novel potential amino acid PET tracer.

Ting Sun1, Ganghua Tang, Hua Tian, Xiaoyan Wang, Xianghua Chen, Zhifeng Chen, Shihchen Wang.   

Abstract

(18)F labeled natural amino acids have been introduced as promising tumor imaging agents. A novel [(18)F]fluoro amino acid analog 1-[(18)F]fluoroethyl-L-tryptophan (1-[(18)F]FETrp) was designed and synthesized by a two-pot three-step procedure, including the synthesis of 1-[(18)F]fluoro-2- (tosyloxy)ethane, the [(18)F]fluoroethylation of the precursor N-Boc-L-tryptophan ethyl ester and following the deprotection of the tert-butoxycarbonyl and ethyl ester protecting groups. 1-[(18)F]FETrp was resulted in 0.9 ± 0.2% (n=5) radiochemical yields (no decay corrected) by HPLC purification, within a total synthesis time of 65 min. The radiochemical purity of 1-[(18)F]FETrp was 95-97%. The radiosynthetic method needs to be further optimized to get a satisfying radiochemical yield. Copyright Â
© 2011 Elsevier Ltd. All rights reserved.

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Year:  2011        PMID: 22196677     DOI: 10.1016/j.apradiso.2011.11.062

Source DB:  PubMed          Journal:  Appl Radiat Isot        ISSN: 0969-8043            Impact factor:   1.513


  9 in total

1.  N (1)-Fluoroalkyltryptophan Analogues: Synthesis and in vitro Study as Potential Substrates for Indoleamine 2,3-Dioxygenase.

Authors:  Jean Henrottin; Astrid Zervosen; Christian Lemaire; Frédéric Sapunaric; Sophie Laurent; Benoit Van den Eynde; Serge Goldman; Alain Plenevaux; André Luxen
Journal:  ACS Med Chem Lett       Date:  2015-01-25       Impact factor: 4.345

2.  Evaluation of L-1-[18F]Fluoroethyl-Tryptophan for PET Imaging of Cancer.

Authors:  Yangchun Xin; Xiaofei Gao; Li Liu; Woo-Ping Ge; Manoj K Jain; Hancheng Cai
Journal:  Mol Imaging Biol       Date:  2019-12       Impact factor: 3.488

3.  Improved Radiosynthesis and Biological Evaluations of L- and D-1-[18F]Fluoroethyl-Tryptophan for PET Imaging of IDO-Mediated Kynurenine Pathway of Tryptophan Metabolism.

Authors:  Yangchun Xin; Hancheng Cai
Journal:  Mol Imaging Biol       Date:  2017-08       Impact factor: 3.488

4.  Fluorine-18-Labeled PET Radiotracers for Imaging Tryptophan Uptake and Metabolism: a Systematic Review.

Authors:  Flóra John; Otto Muzik; Sandeep Mittal; Csaba Juhász
Journal:  Mol Imaging Biol       Date:  2020-08       Impact factor: 3.488

5.  Assessment of Tryptophan Uptake and Kinetics Using 1-(2-18F-Fluoroethyl)-l-Tryptophan and α-11C-Methyl-l-Tryptophan PET Imaging in Mice Implanted with Patient-Derived Brain Tumor Xenografts.

Authors:  Sharon K Michelhaugh; Otto Muzik; Anthony R Guastella; Neil V Klinger; Lisa A Polin; Hancheng Cai; Yangchun Xin; Thomas J Mangner; Shaohui Zhang; Csaba Juhász; Sandeep Mittal
Journal:  J Nucl Med       Date:  2016-10-20       Impact factor: 10.057

Review 6.  18F-labelled intermediates for radiosynthesis by modular build-up reactions: newer developments.

Authors:  Johannes Ermert
Journal:  Biomed Res Int       Date:  2014-06-23       Impact factor: 3.411

7.  PET imaging of medulloblastoma with an 18F-labeled tryptophan analogue in a transgenic mouse model.

Authors:  Yangchun Xin; Xuyi Yue; Hua Li; Zhiqin Li; Hancheng Cai; Arabinda K Choudhary; Shaohui Zhang; Diane C Chugani; Sigrid A Langhans
Journal:  Sci Rep       Date:  2020-03-02       Impact factor: 4.379

8.  A closer look at the synthesis of 2-[18F]fluoroethyl tosylate to minimize the formation of volatile side-products.

Authors:  Martha Sahylí Ortega Pijeira; Sofia Nascimento Dos Santos; Yasniel Babi Araujo; André Luis Lapolli; Marcio Nardelli Wandermuren; Zalua Rodríguez Riera; Ivone Carvalho; Philip H Elsinga; Emerson Soares Bernardes
Journal:  EJNMMI Radiopharm Chem       Date:  2022-10-06

9.  Development of 1-N-(11)C-Methyl-L- and -D-Tryptophan for pharmacokinetic imaging of the immune checkpoint inhibitor 1-Methyl-Tryptophan.

Authors:  Lin Xie; Jun Maeda; Katsushi Kumata; Joji Yui; Yiding Zhang; Akiko Hatori; Nobuki Nengaki; Hidekatsu Wakizaka; Masayuki Fujinaga; Tomoteru Yamasaki; Yoko Shimoda; Makoto Higuchi; Tetsuya Suhara; Feng Wang; Ming-Rong Zhang
Journal:  Sci Rep       Date:  2015-11-10       Impact factor: 4.379

  9 in total

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