Noninvasive imaging of tumor integrin expression using 18F- labeled RGD dimer peptide with PEG4 linkers

European Journal of Nuclear Medicine and Molecular Imaging

Volumn 36, Issue 8, 2009, Pages 1296-1307

  Liu, Zhaofei ^a,b   Liu, Shuanglong ^a,c   Wang, Fan ^b   Lieu, Shuang ^c   Chen, Xiaoyuan ^a  

^a STANFORD UNIVERSITY   (United States)

^b PEKING UNIVERSITY   (China)

^c PURDUE UNIVERSITY   (United States)

Author keywords

18F; Integrin v 3; MicroPET; PEGylation; RGD dimer

Indexed keywords

15 AMINO 4,7,10,13 TETRAOXAPENTADECANOIC ACID; 4 NITROPHENOL; ALPHA AMINO ACID; ARGINYLGLYCYLASPARTIC ACID; DECANOIC ACID DERIVATIVE; FLUOROPROPIONATE; FLUOROPROPIONATE[15 AMINO 4,7,10,13 TETRAOXAPENTADECANOIC ACID(ARGINYLGLYCYLASPARTIC ACID)] F 18; FLUOROPROPIONATE[15 AMINO 4,7,10,13 TETRAOXAPENTADECANOIC ACID[15 AMINO 4,7,10,13 TETRAOXAPENTADECANOIC ACID(ARGINYLGLYCYLASPARTIC ACID)]] F 18; GLUTAMIC ACID; HOMODIMER; MONOMER; PROPIONIC ACID DERIVATIVE; TRACER; TRIPEPTIDE; UNCLASSIFIED DRUG; VITRONECTIN RECEPTOR; 4 NITROPHENYL 2 FLUOROPROPIONATE; 4-NITROPHENYL 2-FLUOROPROPIONATE; ARGINYL-GLYCYL-ASPARTIC ACID; AZIDE; DIAGNOSTIC AGENT; MACROGOL DERIVATIVE; OLIGOPEPTIDE; RADIOACTIVE IODINE;

ANGIOGENESIS; ANIMAL CELL; ANIMAL EXPERIMENT; ANIMAL MODEL; ARTICLE; BREAST TUMOR; CONTRAST ENHANCEMENT; CONTROLLED STUDY; DRUG DISTRIBUTION; DRUG RECEPTOR BINDING; ENDOTHELIUM CELL; FEMALE; HUMAN; HUMAN CELL; IN VITRO STUDY; IN VIVO STUDY; MOLECULAR IMAGING; MOUSE; NON INVASIVE PROCEDURE; NONHUMAN; NUDE MOUSE; POSITRON EMISSION TOMOGRAPHY; PROTEIN EXPRESSION; PROTEIN MOTIF; RECEPTOR AFFINITY; TUMOR MODEL; TUMOR VASCULARIZATION; VASCULAR TUMOR; ANIMAL; CHEMISTRY; DIMERIZATION; GENE EXPRESSION REGULATION; GENETICS; ISOTOPE LABELING; METABOLISM; NEOPLASM; RADIOCHEMISTRY; SCINTISCANNING; TISSUE DISTRIBUTION;

ANIMALS; AZIDES; DIMERIZATION; FEMALE; GENE EXPRESSION REGULATION, NEOPLASTIC; GLUTAMIC ACID; HUMANS; INTEGRIN ALPHAVBETA3; IODINE RADIOISOTOPES; ISOTOPE LABELING; MICE; NEOPLASMS; OLIGOPEPTIDES; POLYETHYLENE GLYCOLS; POSITRON-EMISSION TOMOGRAPHY; RADIOCHEMISTRY; TISSUE DISTRIBUTION;

EID: 70349263634     PISSN: 16197070     EISSN: None     Source Type: Journal    
DOI: 10.1007/s00259-009-1112-2     Document Type: Article

References (42)

1. P Carmeliet RK Jain 2000 Angiogenesis in cancer and other diseases Nature 407 249 257 11001068 10.1038/35025220 1:CAS:528:DC%2BD3cXmvVSls74%3D
2. J Folkman 1995 Angiogenesis in cancer, vascular, rheumatoid and other disease Nat Med 1 27 31 7584949 10.1038/nm0195-27 1:CAS:528:DyaK2MXjs1KnsLk%3D
3. J Folkman 2002 Role of angiogenesis in tumor growth and metastasis Semin Oncol 29 15 18 12516034 1:CAS:528:DC%2BD3sXlvFSqtg%3D%3D
4. W Cai X Chen 2006 Anti-angiogenic cancer therapy based on integrin αvβ3 antagonism Anticancer Agents Med Chem 6 407 428 17017851 10.2174/187152006778226530 1:CAS:528:DC%2BD28Xos1Gqt7w%3D
5. J Knuuti FM Bengel 2008 Positron emission tomography and molecular imaging Heart 94 360 367 18276820 10.1136/hrt.2007.118992 1:STN:280: DC%2BD1c7hvVSltA%3D%3D (Pubitemid 351303430)
6. RA Hawkins C Hoh J Glaspy Y Choi M Dahlbom S Rege, et al. 1992 The role of positron emission tomography in oncology and other whole-body applications Semin Nucl Med 22 268 284 1439872 10.1016/S0001-2998(05)80121-7 1:STN:280:DyaK3s%2FmvVeluw%3D%3D
7. N Sharma D Neumann R Macklis 2008 The impact of functional imaging on radiation medicine Radiat Oncol 3 25 18793395 10.1186/1748-717X-3-25 1:CAS:528:DC%2BD1MXkvVGit78%3D
8. TH Schindler XL Zhang G Vincenti L Mhiri R Lerch HR Schelbert 2007 Role of PET in the evaluation and understanding of coronary physiology J Nucl Cardiol 14 589 603 17679069 10.1016/j.nuclcard.2007.05.006 (Pubitemid 47163562)
9. BP Eliceiri DA Cheresh 1999 The role of alphav integrins during angiogenesis: insights into potential mechanisms of action and clinical development J Clin Invest 103 1227 1230 10225964 10.1172/JCI6869 1:CAS:528:DyaK1MXivFansrs%3D
10. M Friedlander CL Theesfeld M Sugita M Fruttiger MA Thomas S Chang, et al. 1996 Involvement of integrins αvβ3 and αvβ5 in ocular neovascular diseases Proc Natl Acad Sci USA 93 9764 9769 8790405 10.1073/pnas.93.18.9764 1:CAS:528:DyaK28XlsFehsbs%3D (Pubitemid 26296683)
11. PC Brooks RA Clark DA Cheresh 1994 Requirement of vascular integrin αvβ3 for angiogenesis Science 264 569 571 7512751 10.1126/science.7512751 1:CAS:528:DyaK2cXjt1Sis7w%3D
12. CL Gladson 1996 Expression of integrin αvβ3 in small blood vessels of glioblastoma tumors J Neuropathol Exp Neurol 55 1143 1149 8939197 10.1097/00005072-199611000-00005 1:CAS:528:DyaK28XnsVakur8%3D
13. 64Cu-labeled tetrameric and octameric RGD peptides for small-animal PET of tumor αvβ3 integrin expression J Nucl Med 48 1162 1171 17574975 10.2967/jnumed.107.039859 1:CAS:528:DC%2BD2sXhtVertL7F (Pubitemid 47052657)
14. X Zhang Z Xiong Y Wu W Cai JR Tseng SS Gambhir, et al. 2006 Quantitative PET imaging of tumor integrin αvβ3 expression with 18F-FRGD2 J Nucl Med 47 113 121 16391195 1:CAS:528:DC%2BD28XhsFeisL4%3D
15. R Haubner WA Weber AJ Beer E Vabuliene D Reim M Sarbia, et al. 2005 Noninvasive visualization of the activated αvβ3 integrin in cancer patients by positron emission tomography and [18F]Galacto-RGD PLoS Med 2 e70 15783258 10.1371/journal.pmed.0020070 (Pubitemid 40629471)
16. LM Kenny RC Coombes I Oulie KB Contractor M Miller TJ Spinks, et al. 2008 Phase I trial of the positron-emitting Arg-Gly-Asp (RGD) peptide radioligand 18F-AH111585 in breast cancer patients J Nucl Med 49 879 886 18483090 10.2967/jnumed.107.049452 (Pubitemid 351793427)
17. Y Wu X Zhang Z Xiong Z Cheng DR Fisher S Liu, et al. 2005 microPET imaging of glioma integrin αvβ3 expression using 64Cu-labeled tetrameric RGD peptide J Nucl Med 46 1707 1718 16204722 1:CAS:528: DC%2BD28XitVGlt7o%3D
18. ZB Li K Chen X Chen 2008 68Ga-labeled multimeric RGD peptides for microPET imaging of integrin αvβ3 expression Eur J Nucl Med Mol Imaging 35 1100 1108 18204838 10.1007/s00259-007-0692-y 1:CAS:528: DC%2BD1cXlvVClt70%3D
19. Y Wu W Cai X Chen 2006 Near-infrared fluorescence imaging of tumor integrin αvβ3 expression with Cy7-labeled RGD multimers Mol Imaging Biol 8 226 236 16791749 10.1007/s11307-006-0041-8 (Pubitemid 44193419)
20. J Shi L Wang YS Kim S Zhai Z Liu X Chen, et al. 2008 Improving tumor uptake and excretion kinetics of 99mTc-labeled cyclic arginine-glycine-aspartic (RGD) dimers with triglycine linkers J Med Chem 51 7980 7990 19049428 10.1021/jm801134k 1:CAS:528:DC%2BD1cXhsVKlu73K
21. Liu Z, Niu G, Shi J, Liu S, Wang F, Liu S, et al. (68)Ga-labeled cyclic RGD dimers with Gly(3) and PEG (4) linkers: promising agents for tumor integrin alpha (v)beta(3) PET imaging. Eur J Nucl Med Mol Imaging 2009. doi: 10.1007/s00259-008-1045-1
22. L Wang J Shi YS Kim S Zhai B Jia H Zhao, et al. 2009 Improving tumor-targeting capability and pharmacokinetics of 99mTc-labeled cyclic RGD dimers with PEG4 linkers Mol Pharm 6 231 245 19067525 10.1021/mp800150r 1:CAS:528:DC%2BD1cXhsVOmt77I
23. X Chen R Park Y Hou V Khankaldyyan I Gonzales-Gomez M Tohme, et al. 2004 MicroPET imaging of brain tumor angiogenesis with 18F-labeled PEGylated RGD peptide Eur J Nucl Med Mol Imaging 31 1081 1089 15118844 10.1007/s00259-003- 1452-2 1:CAS:528:DC%2BD2cXmtFWks7k%3D (Pubitemid 39050174)
24. Z Wu ZB Li W Cai L He FT Chin F Li, et al. 2007 18F-labeled mini-PEG spacered RGD dimer (18F-FPRGD2): synthesis and microPET imaging of αvβ3 integrin expression Eur J Nucl Med Mol Imaging 34 1823 1831 17492285 10.1007/s00259-007-0427-0 1:CAS:528:DC%2BD2sXhtFylu7%2FE (Pubitemid 47599045)
25. R Haubner B Kuhnast C Mang WA Weber H Kessler HJ Wester, et al. 2004 [18F]Galacto-RGD: synthesis, radiolabeling, metabolic stability, and radiation dose estimates Bioconjug Chem 15 61 69 14733584 10.1021/bc034170n 1:CAS:528:DC%2BD3sXpslWns7Y%3D (Pubitemid 38165981)
26. M Lacroix 2009 MDA-MB-435 cells are from melanoma, not from breast cancer Cancer Chemother Pharmacol 63 567 18500520 10.1007/s00280-008-0776-9
27. JM Rae CJ Creighton JM Meck BR Haddad MD Johnson 2007 MDA-MB-435 cells are derived from M14 melanoma cells - a loss for breast cancer, but a boon for melanoma research Breast Cancer Res Treat 104 13 19 17004106 10.1007/s10549-006-9392-8 (Pubitemid 46976633)
28. X Chen Y Hou M Tohme R Park V Khankaldyyan I Gonzales-Gomez, et al. 2004 Pegylated Arg-Gly-Asp peptide: 64Cu labeling and PET imaging of brain tumor αvβ3-integrin expression J Nucl Med 45 1776 1783 15471848 1:CAS:528:DC%2BD2cXpslCqsLY%3D
29. W Cai K Chen KA Mohamedali Q Cao SS Gambhir MG Rosenblum, et al. 2006 PET of vascular endothelial growth factor receptor expression J Nucl Med 47 2048 2056 17138749 1:CAS:528:DC%2BD2sXksFKmsA%3D%3D
30. W Cai Y Wu K Chen Q Cao DA Tice X Chen 2006 In vitro and in vivo characterization of 64Cu-labeled Abegrin, a humanized monoclonal antibody against integrin αvβ3 Cancer Res 66 9673 9681 17018625 10.1158/0008-5472.CAN-06-1480 1:CAS:528:DC%2BD28XhtVams73J (Pubitemid 44623667)
31. I Dijkgraaf JA Kruijtzer S Liu AC Soede WJ Oyen FH Corstens, et al. 2007 Improved targeting of the αvβ3 integrin by multimerisation of RGD peptides Eur J Nucl Med Mol Imaging 34 267 273 16909226 10.1007/s00259-006-0180- 9 1:CAS:528:DC%2BD2sXnvVSgsA%3D%3D (Pubitemid 46147510)
32. ML Janssen WJ Oyen I Dijkgraaf LF Massuger C Frielink DS Edwards, et al. 2002 Tumor targeting with radiolabeled αvβ3 integrin binding peptides in a nude mouse model Cancer Res 62 6146 6151 12414640 1:CAS:528: DC%2BD38XosF2ms7w%3D
33. N Ferrara 2004 Vascular endothelial growth factor: basic science and clinical progress Endocr Rev 25 581 611 15294883 10.1210/er.2003-0027 1:CAS:528:DC%2BD2cXns1Ght74%3D (Pubitemid 39099316)
34. S Liu 2006 Radiolabeled multimeric cyclic RGD peptides as integrin αvβ3 targeted radiotracers for tumor imaging Mol Pharm 3 472 487 17009846 10.1021/mp060049x 1:CAS:528:DC%2BD28XntVKgtr8%3D (Pubitemid 44639125)
35. I Dijkgraaf OC Boerman WJ Oyen FH Corstens M Gotthardt 2007 Development and application of peptide-based radiopharmaceuticals Anticancer Agents Med Chem 7 543 551 17896914 1:CAS:528:DC%2BD2sXhtV2gtr3K
36. D Boturyn JL Coll E Garanger MC Favrot P Dumy 2004 Template assembled cyclopeptides as multimeric system for integrin targeting and endocytosis J Am Chem Soc 126 5730 5739 15125666 10.1021/ja049926n 1:CAS:528:DC%2BD2cXivFems70%3D (Pubitemid 38621412)
37. M Mammen S Choi GM Whitesides 1998 Polyvalent Interactions in biological systems: implications for design and use of multivalent ligands and inhibitors Angew Chem Int Ed Engl 37 2754 2794 10.1002/(SICI)1521-3773(19981102)37: 20<2754::AID-ANIE2754>3.0.CO;2-3
38. M Janssen WJ Oyen LF Massuger C Frielink I Dijkgraaf DS Edwards, et al. 2002 Comparison of a monomeric and dimeric radiolabeled RGD-peptide for tumor targeting Cancer Biother Radiopharm 17 641 646 12537667 10.1089/ 108497802320970244 1:CAS:528:DC%2BD3sXovVWmug%3D%3D
39. X Chen M Tohme R Park Y Hou JR Bading PS Conti 2004 Micro-PET imaging of αvβ3-integrin expression with 18F-labeled dimeric RGD peptide Mol Imaging 3 96 104 15296674 10.1162/1535350041464892 1:CAS:528: DC%2BD2cXlvFCiu7s%3D
40. Z Wu ZB Li K Chen W Cai L He FT Chin, et al. 2007 microPET of tumor integrin αvβ3 expression using 18F-labeled PEGylated tetrameric RGD peptide (18F-FPRGD4) J Nucl Med 48 1536 1544 17704249 10.2967/jnumed.107.040816 1:CAS:528:DC%2BD2sXhtFGgsLnI (Pubitemid 47397404)
41. X Chen R Park M Tohme AH Shahinian JR Bading PS Conti 2004 MicroPET and autoradiographic imaging of breast cancer αv-integrin expression using 18F- and 64Cu-labeled RGD peptide Bioconjug Chem 15 41 49 14733582 10.1021/bc0300403 (Pubitemid 38165979)
42. R Haubner 2006 αvβ3-integrin imaging: a new approach to characterise angiogenesis? Eur J Nucl Med Mol Imaging 33 Suppl 1 54 63 16791598 10.1007/s00259-006-0136-0