Literature DB >> 17492285

18F-labeled mini-PEG spacered RGD dimer (18F-FPRGD2): synthesis and microPET imaging of alphavbeta3 integrin expression.

Zhanhong Wu1, Zi-Bo Li1, Weibo Cai1, Lina He1, Frederick T Chin1, Fang Li2, Xiaoyuan Chen1.   

Abstract

PURPOSE: We have previously reported that (18)F-FB-E[c(RGDyK)](2) ((18)F-FRGD2) allows quantitative PET imaging of integrin alpha(v)beta(3) expression. However, the potential clinical translation was hampered by the relatively low radiochemical yield. The goal of this study was to improve the radiolabeling yield, without compromising the tumor targeting efficiency and in vivo kinetics, by incorporating a hydrophilic bifunctional mini-PEG spacer.
METHODS: (18)F-FB-mini-PEG-E[c(RGDyK)](2) ((18)F-FPRGD2) was synthesized by coupling N-succinimidyl-4-(18)F-fluorobenzoate ((18)F-SFB) with NH(2)-mini-PEG-E[c(RGDyK)](2) (denoted as PRGD2). In vitro receptor binding affinity, metabolic stability, and integrin alpha(v)beta(3) specificity of the new tracer (18)F-FPRGD2 were assessed. The diagnostic value of (18)F-FPRGD2 was evaluated in subcutaneous U87MG glioblastoma xenografted mice and in c-neu transgenic mice by quantitative microPET imaging studies.
RESULTS: The decay-corrected radiochemical yield based on (18)F-SFB was more than 60% with radiochemical purity of >99%. (18)F-FPRGD2 had high receptor binding affinity, metabolic stability, and integrin alpha(v)beta(3)-specific tumor uptake in the U87MG glioma xenograft model comparable to those of (18)F-FRGD2. The kidney uptake was appreciably lower for (18)F-FPRGD2 compared with (18)F-FRGD2 [2.0 +/- 0.2%ID/g for (18)F-FPRGD2 vs 3.0 +/- 0.2%ID/g for (18)F-FRGD2 at 1 h post injection (p.i.)]. The uptake in all the other organs except the urinary bladder was at background level. (18)F-FPRGD2 also exhibited excellent tumor uptake in c-neu oncomice (3.6 +/- 0.1%ID/g at 30 min p.i.).
CONCLUSION: Incorporation of a mini-PEG spacer significantly improved the overall radiolabeling yield of (18)F-FPRGD2. (18)F-FPRGD2 also had reduced renal uptake and similar tumor targeting efficacy as compared with (18)F-FRGD2. Further testing and clinical translation of (18)F-FPRGD2 are warranted.

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Year:  2007        PMID: 17492285      PMCID: PMC4167588          DOI: 10.1007/s00259-007-0427-0

Source DB:  PubMed          Journal:  Eur J Nucl Med Mol Imaging        ISSN: 1619-7070            Impact factor:   9.236


  39 in total

1.  Multimeric cyclic RGD peptides as potential tools for tumor targeting: solid-phase peptide synthesis and chemoselective oxime ligation.

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Journal:  Chemistry       Date:  2003-06-16       Impact factor: 5.236

Review 2.  Role of integrins in cell invasion and migration.

Authors:  John D Hood; David A Cheresh
Journal:  Nat Rev Cancer       Date:  2002-02       Impact factor: 60.716

Review 3.  Anti-angiogenic cancer therapy based on integrin alphavbeta3 antagonism.

Authors:  Weibo Cai; Xiaoyuan Chen
Journal:  Anticancer Agents Med Chem       Date:  2006-09       Impact factor: 2.505

4.  Integrin receptor imaging of breast cancer: a proof-of-concept study to evaluate 99mTc-NC100692.

Authors:  Tore Bach-Gansmo; Rimma Danielsson; Ariel Saracco; Brigitte Wilczek; Trond V Bogsrud; Anne Fangberget; Ase Tangerud; Derek Tobin
Journal:  J Nucl Med       Date:  2006-09       Impact factor: 10.057

Review 5.  Radiolabeled multimeric cyclic RGD peptides as integrin alphavbeta3 targeted radiotracers for tumor imaging.

Authors:  Shuang Liu
Journal:  Mol Pharm       Date:  2006 Sep-Oct       Impact factor: 4.939

6.  Design, synthesis, and evaluation of radiolabeled integrin alpha v beta 3 receptor antagonists for tumor imaging and radiotherapy.

Authors:  Thomas D Harris; Shirley Kalogeropoulos; Tiffany Nguyen; Shuang Liu; Judit Bartis; Charles Ellars; Scott Edwards; David Onthank; Paula Silva; Padmaja Yalamanchili; Simon Robinson; Joel Lazewatsky; John Barrett; Jeffrey Bozarth
Journal:  Cancer Biother Radiopharm       Date:  2003-08       Impact factor: 3.099

7.  A comparative study of N.C.A. fluorine-18 labeling of proteins via acylation and photochemical conjugation.

Authors:  H J Wester; K Hamacher; G Stöcklin
Journal:  Nucl Med Biol       Date:  1996-04       Impact factor: 2.408

8.  First (18)F-labeled tracer suitable for routine clinical imaging of sst receptor-expressing tumors using positron emission tomography.

Authors:  Margret Schottelius; Thorsten Poethko; Michael Herz; Jean-Claude Reubi; Horst Kessler; Markus Schwaiger; Hans-Jürgen Wester
Journal:  Clin Cancer Res       Date:  2004-06-01       Impact factor: 12.531

9.  18F-labeled RGD peptide: initial evaluation for imaging brain tumor angiogenesis.

Authors:  Xiaoyuan Chen; Ryan Park; Anthony H Shahinian; Michel Tohme; Vazgen Khankaldyyan; Mohammed H Bozorgzadeh; James R Bading; Rex Moats; Walter E Laug; Peter S Conti
Journal:  Nucl Med Biol       Date:  2004-02       Impact factor: 2.408

10.  Requirement of vascular integrin alpha v beta 3 for angiogenesis.

Authors:  P C Brooks; R A Clark; D A Cheresh
Journal:  Science       Date:  1994-04-22       Impact factor: 47.728

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  45 in total

Review 1.  Peptides and peptide hormones for molecular imaging and disease diagnosis.

Authors:  Seulki Lee; Jin Xie; Xiaoyuan Chen
Journal:  Chem Rev       Date:  2010-05-12       Impact factor: 60.622

2.  Fully automated preparation and conjugation of N-succinimidyl 4-[18F]fluorobenzoate ([18F]SFB) with RGD peptide using a GE FASTlab™ synthesizer.

Authors:  David Thonon; David Goblet; Eve Goukens; Geoffroy Kaisin; Jérôme Paris; Joël Aerts; Steve Lignon; Xavier Franci; Roland Hustinx; André Luxen
Journal:  Mol Imaging Biol       Date:  2011-12       Impact factor: 3.488

3.  Biodistribution of the ¹⁸F-FPPRGD₂ PET radiopharmaceutical in cancer patients: an atlas of SUV measurements.

Authors:  Ryogo Minamimoto; Mehran Jamali; Amir Barkhodari; Camila Mosci; Erik Mittra; Bin Shen; Frederick Chin; Sanjiv Sam Gambhir; Andrei Iagaru
Journal:  Eur J Nucl Med Mol Imaging       Date:  2015-06-11       Impact factor: 9.236

Review 4.  Radiolabelled RGD peptides for imaging and therapy.

Authors:  F C Gaertner; H Kessler; H-J Wester; M Schwaiger; A J Beer
Journal:  Eur J Nucl Med Mol Imaging       Date:  2012-02       Impact factor: 9.236

5.  One-step radiosynthesis of ¹⁸F-AlF-NOTA-RGD₂ for tumor angiogenesis PET imaging.

Authors:  Shuanglong Liu; Hongguang Liu; Han Jiang; Yingding Xu; Hong Zhang; Zhen Cheng
Journal:  Eur J Nucl Med Mol Imaging       Date:  2011-05-27       Impact factor: 9.236

6.  N-Succinimidyl 4-[(18)F]-fluoromethylbenzoate-labeled dimeric RGD peptide for imaging tumor integrin expression.

Authors:  Weihua Li; Lixin Lang; Gang Niu; Ning Guo; Ying Ma; Dale O Kiesewetter; Baozhong Shen; Xiaoyuan Chen
Journal:  Amino Acids       Date:  2011-12-31       Impact factor: 3.520

7.  Noninvasive imaging of tumor integrin expression using (18)F-labeled RGD dimer peptide with PEG (4) linkers.

Authors:  Zhaofei Liu; Shuanglong Liu; Fan Wang; Shuang Liu; Xiaoyuan Chen
Journal:  Eur J Nucl Med Mol Imaging       Date:  2009-03-19       Impact factor: 9.236

8.  (68)Ga-labeled multimeric RGD peptides for microPET imaging of integrin alpha(v)beta (3) expression.

Authors:  Zi-Bo Li; Kai Chen; Xiaoyuan Chen
Journal:  Eur J Nucl Med Mol Imaging       Date:  2008-01-19       Impact factor: 9.236

9.  18F-labeled galacto and PEGylated RGD dimers for PET imaging of αvβ3 integrin expression.

Authors:  Shuanglong Liu; Zhaofei Liu; Kai Chen; Yongjun Yan; Petra Watzlowik; Hans-Jürgen Wester; Frederick T Chin; Xiaoyuan Chen
Journal:  Mol Imaging Biol       Date:  2009-12-01       Impact factor: 3.488

10.  "Kit like" (18)F labeling method for synthesis of RGD peptide-based PET probes.

Authors:  Shuanglong Liu; Ryan Park; Peter S Conti; Zibo Li
Journal:  Am J Nucl Med Mol Imaging       Date:  2013-01-05
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