Facile labelling of an anti-epidermal growth factor receptor Nanobody with 68Ga via a novel bifunctional desferal chelate for immuno-PET

European Journal of Nuclear Medicine and Molecular Imaging

Volumn 38, Issue 4, 2011, Pages 753-763

  Vosjan, Maria J W D ^a   Perk, Lars R ^a   Roovers, Rob C ^b   Visser, Gerard W M ^a   Stigter Van Walsum, Marijke ^a   Van Bergen En Henegouwen, Paul M P ^b   Van Dongen, Guus A M S ^a  

^a VU UNIVERSITY MEDICAL CENTER   (Netherlands)

^b UTRECHT UNIVERSITY   (Netherlands)

Author keywords

68Ga; Desferal; EGFR; Nanobodies; p Isothiocyanatobenzyl desferrioxamine; Radiolabelling

Indexed keywords

4 ISOTHIOCYANATOBENZYLDESFERRIOXAMINE; CHELATE; EPIDERMAL GROWTH FACTOR RECEPTOR ANTIBODY; GALLIUM 68; GENTISIC ACID; NANOBODIES; UNCLASSIFIED DRUG; ZIRCONIUM;

ANIMAL EXPERIMENT; ANIMAL MODEL; ARTICLE; CONTROLLED STUDY; DRUG DISTRIBUTION; IMAGING; IMMUNOREACTIVITY; ISOTOPE LABELING; MOUSE; NONHUMAN; NUDE MOUSE; POSITRON EMISSION TOMOGRAPHY; RADIOACTIVITY; TUMOR DIAGNOSIS;

ANIMALS; ANTIBODIES; BUFFERS; CELL LINE, TUMOR; CHELATING AGENTS; CROSS-LINKING REAGENTS; DEFEROXAMINE; DRUG STABILITY; GALLIUM RADIOISOTOPES; HUMANS; ISOTHIOCYANATES; ISOTOPE LABELING; MICE; POSITRON-EMISSION TOMOGRAPHY; RADIOIMMUNODETECTION; RECEPTOR, EPIDERMAL GROWTH FACTOR; TEMPERATURE;

EID: 79953726991     PISSN: 16197070     EISSN: None     Source Type: Journal    
DOI: 10.1007/s00259-010-1700-1     Document Type: Article

References (50)

1. Y Yarden MX Sliwkowski 2001 Untangling the ErbB signalling network Nat Rev Mol Cell Biol 2 127 137 11252954 10.1038/35052073 1:CAS:528: DC%2BD3MXivVWnt7k%3D (Pubitemid 33674041)
2. G Lurje HJ Lenz 2009 EGFR signaling and drug discovery Oncology 77 400 410 20130423 10.1159/000279388 1:CAS:528:DC%2BC3cXit1Ont70%3D
3. S Dadparvar L Krishna C Miyamoto LW Brady SJ Brown H Bender, et al. 1994 Indium-111-labeled anti-EGFr-425 scintigraphy in the detection of malignant gliomas Cancer 73 884 889 8306274 10.1002/1097-0142(19940201)73:3+<884::AID- CNCR2820731320>3.0.CO;2-U 1:STN:280:DyaK2c7jvVylug%3D%3D (Pubitemid 24046645)
4. KA Vallis RM Reilly P Chen A Oza A Hendler R Cameron, et al. 2002 A phase I study of 99mTc-hR3 (DiaCIM), a humanized immunoconjugate directed towards the epidermal growth factor receptor Nucl Med Commun 23 1155 1164 12464779 10.1097/00006231-200212000-00002 1:CAS:528:DC%2BD38XptFOqsLs%3D (Pubitemid 36026976)
5. NR Schechter RE Wendt DJ Yang A Azhdarinia WD Erwin AM Stachowiak, et al. 2004 Radiation dosimetry of 99mTc-labeled C225 in patients with squamous cell carcinoma of the head and neck J Nucl Med 45 1683 1687 15471833 1:CAS:528:DC%2BD2cXpslCqsrc%3D (Pubitemid 47618475)
6. G Niu Z Li J Xie QT Le X Chen 2009 PET of EGFR antibody distribution in head and neck squamous cell carcinoma models J Nucl Med 50 1116 1123 19525473 10.2967/jnumed.109.061820 1:CAS:528:DC%2BD1MXpsV2gsb8%3D
7. W Cai K Chen L He Q Cao A Koong X Chen 2007 Quantitative PET of EGFR expression in xenograft-bearing mice using 64Cu-labeled cetuximab, a chimeric anti-EGFR monoclonal antibody Eur J Nucl Med Mol Imaging 34 850 858 17262214 10.1007/s00259-006-0361-6 1:CAS:528:DC%2BD2sXltl2htLo%3D (Pubitemid 46798960)
8. W Ping Li LA Meyer DA Capretto CD Sherman CJ Anderson 2008 Receptor-binding, biodistribution, and metabolism studies of 64Cu-DOTA-cetuximab, a PET-imaging agent for epidermal growth-factor receptor-positive tumors Cancer Biother Radiopharm 23 158 171 18454685 10.1089/cbr.2007.0444 (Pubitemid 351630188)
9. HJ Aerts L Dubois L Perk P Vermaelen GA van Dongen BG Wouters, et al. 2009 Disparity between in vivo EGFR expression and 89Zr-labeled cetuximab uptake assessed with PET J Nucl Med 50 123 131 19091906 10.2967/jnumed.108.054312 1:CAS:528:DC%2BD1MXhvFCjt7g%3D
10. RC Roovers GA van Dongen PM van Bergen en Henegouwen 2007 Nanobodies in therapeutic applications Curr Opin Mol Ther 9 327 335 17694445 1:CAS:528:DC%2BD2sXhtFalsbnP (Pubitemid 47255665)
11. BM Tijink T Laeremans M Budde M Stigter-van Walsum T Dreier HJ de Haard, et al. 2008 Improved tumor targeting of anti-epidermal growth factor receptor Nanobodies through albumin binding: taking advantage of modular Nanobody technology Mol Cancer Ther 7 2288 2297 18723476 10.1158/1535-7163.MCT-07-2384 1:CAS:528:DC%2BD1cXhtVWksL7O
12. Kolkman JA, Law DA. Nanobodies - from llamas to therapeutic proteins. Drug Discov Today: Technol 2010. doi: 10.1016/j.ddtec.2010.03.002.
13. C Hamers-Casterman T Atarhouch S Muyldermans G Robinson C Hamers EB Songa, et al. 1993 Naturally occurring antibodies devoid of light chains Nature 363 446 448 8502296 10.1038/363446a0 1:CAS:528:DyaK3sXlslyqs7k%3D (Pubitemid 23179389)
14. RC Roovers T Laeremans L Huang S De Taeye AJ Verkleij H Revets, et al. 2007 Efficient inhibition of EGFR signaling and of tumour growth by antagonistic anti-EFGR Nanobodies Cancer Immunol Immunother 56 303 317 16738850 10.1007/s00262-006-0180-4 1:CAS:528:DC%2BD2sXot1Sh (Pubitemid 46035901)
15. K Els Conrath M Lauwereys L Wyns S Muyldermans 2001 Camel single-domain antibodies as modular building units in bispecific and bivalent antibody constructs J Biol Chem 276 7346 7350 11053416 10.1074/jbc.M007734200 1:STN:280:DC%2BD3M3ptVOqug%3D%3D
16. I Velikyan GJ Beyer B Långström 2004 Microwave-supported preparation of (68)Ga bioconjugates with high specific radioactivity Bioconjug Chem 15 554 560 15149183 10.1021/bc030078f 1:CAS:528:DC%2BD2cXjt12kt78%3D (Pubitemid 38657861)
17. J Hoffend W Mier J Schuhmacher K Schmidt A Mitrakopoulou-Strauss LG Strauss, et al. 2005 Gallium-68-DOTA-albumin as a PET blood-pool marker: experimental evaluation in vivo Nucl Med Biol 32 287 292 15820764 10.1016/j.nucmedbio.2005.01.002 1:CAS:528:DC%2BD2MXjtV2is78%3D (Pubitemid 40488386)
18. E Blom B Långström I Velikyan 2009 68Ga-labeling of biotin analogues and their characterization Bioconjug Chem 20 1146 1151 19453100 10.1021/bc800538s 1:CAS:528:DC%2BD1MXmtVGnt7s%3D
19. CL Ferreira E Lamsa M Woods Y Duan P Fernando C Bensimon, et al. 2010 Evaluation of bifunctional chelates for the development of gallium-based radiopharmaceuticals Bioconjug Chem 21 531 536 10.1021/bc900443a 1:CAS:528:DC%2BC3cXit1Wrsr0%3D
20. M Eder B Wangler S Knackmuss F LeGall M Little U Haberkorn, et al. 2008 Tetrafluorophenolate of HBED-CC: a versatile conjugation agent for 68Ga-labeled small recombinant antibodies Eur J Nucl Med Mol Imaging 35 1878 1886 18509635 10.1007/s00259-008-0816-z 1:CAS:528:DC%2BD1cXhtFCjtbzK
21. M Eder S Knackmuss F Le Gall U Reusch V Rybin M Little, et al. 2010 (68)Ga-labelled recombinant antibody variants for immuno-PET imaging of solid tumours Eur J Nucl Med Mol Imaging 37 1397 1407 20157706 10.1007/s00259-010- 1392-6 1:CAS:528:DC%2BC3cXns1Sis7c%3D
22. LR Perk MJ Vosjan GW Visser M Budde P Jurek GE Kiefer, et al. 2009 p-Isothiocyanatobenzyl-desferrioxamine: a new bifunctional chelate for facile radiolabeling of monoclonal antibodies with zirconium-89 for immuno-PET imaging Eur J Nucl Med Mol Imaging 37 250 259 19763566 10.1007/s00259-009-1263-1
23. MJ Vosjan LR Perk GW Visser M Budde P Jurek GE Kiefer GA van Dongen 2010 Conjugation and radiolabeling of monoclonal antibodies with zirconium-89 for PET imaging using the bifunctional chelate p-isothiocyanatobenzyl-desferrioxamine Nat Protoc 5 739 743 20360768 10.1038/nprot.2010.13 1:CAS:528: DC%2BC3cXksVahs70%3D
24. T Furukawa Y Fujibayashi M Fukunaga T Saga K Endo A Yokoyama 1991 An approach for immunoradiometric assay with metallic radionuclides: gallium-67-deferoxamine-dialdehyde starch-IgG J Nucl Med 32 825 829 2022990 1:CAS:528:DyaK3MXmtVamtb0%3D
25. PM Smith-Jones B Stolz C Bruns R Albert HW Reist R Fridrich, et al. 1994 Gallium-67/gallium-68-[DFO]-octreotide-a potential radiopharmaceutical for PET imaging of somatostatin receptor-positive tumors: synthesis and radiolabeling in vitro and preliminary in vivo studies J Nucl Med 35 317 325 8295005 1:CAS:528:DyaK2cXlvF2ksrs%3D (Pubitemid 24048322)
26. SV Govindan RB Michel GL Griffiths DM Goldenberg MJ Mattes 2005 Deferoxamine as a chelator for 67Ga in the preparation of antibody conjugates Nucl Med Biol 32 513 519 15982582 10.1016/j.nucmedbio.2005.04.009 1:CAS:528:DC%2BD2MXlvVWmur0%3D (Pubitemid 40854102)
27. M Fani JP André HR Maecke 2008 68Ga-PET: a powerful generator-based alternative to cyclotron-based PET radiopharmaceuticals Contrast Media Mol Imaging 3 67 77 18383558 10.1002/cmmi.232 (Pubitemid 351722193)
28. AH Schrijvers JJ Quak AM Uyterlinde M van Walsum CJ Meijer GB Snow, et al. 1993 MAb U36, a novel monoclonal antibody successful in immunotargeting of squamous cell carcinoma of the head and neck Cancer Res 53 4383 4390 8364934 1:CAS:528:DyaK3sXms1Gms7s%3D (Pubitemid 24146794)
29. MJ Welters AM Fichtinger-Schepman RA Baan MA Hermsen WJ van der Vijgh J Cloos, et al. 1997 Relationship between the parameters cellular differentiation, doubling time and platinum accumulation and cisplatin sensitivity in a panel of head and neck cancer cell lines Int J Cancer 71 410 415 9139877 10.1002/(SICI)1097-0215(19970502)71:3<410::AID-IJC18>3.0.CO;2-J 1:CAS:528:DyaK2sXjtleqsrs%3D (Pubitemid 27224306)
30. T Lindmo E Boven F Cuttitta J Fedorko PA Bunn 1984 Determination of the immunoreactive fraction of radiolabeled monoclonal antibodies by linear extrapolation to binding at infinite antigen excess J Immunol Methods 72 77 89 6086763 10.1016/0022-1759(84)90435-6 1:CAS:528:DyaL2cXlt1ymsrg%3D (Pubitemid 14091996)
31. HW de Jong FH van Velden RW Kloet FL Buijs R Boellaard AA Lammertsma 2007 Performance evaluation of the ECAT HRRT: an LSO-LYSO double layer high resolution, high sensitivity scanner Phys Med Biol 52 1505 1526 17301468 10.1088/0031-9155/52/5/019 (Pubitemid 46646401)
32. AM Loening SS Gambhir 2003 AMIDE: a free software tool for multimodality medical image analysis Mol Imaging 2 131 137 14649056 10.1162/153535003322556877
33. GA van Dongen MJ Vosjan 2010 Immuno-positron emission tomography: shedding light on clinical antibody therapy Cancer Biother Radiopharm 25 375 385 20707716 10.1089/cbr.2010.0812
34. P Gebhardt T Opfermann HP Saluz 2010 Computer controlled 68Ga milking and concentration system Appl Radiat Isot 68 1057 1059 20117009 10.1016/j.apradiso.2010.01.024 1:CAS:528:DC%2BC3cXjtFGqsb0%3D
35. RP Baum V Prasad D Muller C Schuchardt A Orlova A Wennborg, et al. 2010 Molecular imaging of HER2-expressing malignant tumors in breast cancer patients using synthetic 111In- or 68Ga-labeled affibody molecules J Nucl Med 51 892 897 20484419 10.2967/jnumed.109.073239
36. V Tolmachev S Stone-Elander 2010 Radiolabelled proteins for positron emission tomography: pros and cons of labelling methods Biochim Biophys Acta 1800 487 510 20153401 1:CAS:528:DC%2BC3cXjt1Gqur0%3D
37. V Tolmachev I Velikyan M Sandström A Orlova 2010 A HER2-binding Affibody molecule labelled with (68)Ga for PET imaging: direct in vivo comparison with the (111)In-labelled analogue Eur J Nucl Med Mol Imaging 37 1356 1367 20130858 10.1007/s00259-009-1367-7 1:CAS:528:DC%2BC3cXns1Sis7g%3D
38. I Velikyan AL Sundberg O Lindhe AU Höglund O Eriksson E Werner, et al. 2005 Preparation and evaluation of (68)Ga-DOTA-hEGF for visualization of EGFR expression in malignant tumors J Nucl Med 46 11 1881 1888 16269603 1:CAS:528:DC%2BD28XitVGltLg%3D (Pubitemid 46196651)
39. G Ren R Zhang Z Liu JM Webster Z Miao SS Gambhir, et al. 2009 A 2-helix small protein labeled with 68Ga for PET imaging of HER2 expression J Nucl Med 50 1492 1499 19690041 10.2967/jnumed.109.064287 1:CAS:528:DC%2BD1MXhtFOrtbvJ
40. GW Visser M Gerretsen JD Herscheid GB Snow G van Dongen 1993 Labeling of monoclonal antibodies with rhenium-186 using the MAG3 chelate for radioimmunotherapy of cancer: a technical protocol J Nucl Med 34 1953 1963 8229241 1:CAS:528:DyaK2cXktVCjurg%3D (Pubitemid 23331265)
41. PJ Riss C Kroll V Nagel F Rösch 2008 NODAPA-OH and NODAPA-(NCS)n: synthesis, 68Ga-radiolabelling and in vitro characterisation of novel versatile bifunctional chelators for molecular imaging Bioorg Med Chem Lett 18 5364 5367 18835159 10.1016/j.bmcl.2008.09.054 1:CAS:528:DC%2BD1cXht1CqsrbK
42. C Caraco L Aloj WC Eckelman 1998 The gallium-deferoxamine complex: stability with different deferoxamine concentrations and incubation conditions Appl Radiat Isot 49 1477 1479 9745687 10.1016/S0969-8043(97)10107-5 1:CAS:528:DyaK1cXls1OgsLs%3D (Pubitemid 28383956)
43. R Weissleder 2006 Molecular imaging in cancer Science 312 1168 1171 16728630 10.1126/science.1125949 1:CAS:528:DC%2BD28XkvVOitbc%3D (Pubitemid 43801133)
44. L Huang LO Gainkam V Caveliers C Vanhove M Keyaerts P De Baetseliers, et al. 2008 SPECT imaging with (99m)Tc-labeled EGFR-specific Nanobody for in vivo monitoring of EGFR expression Mol Imaging Biol 10 167 175 18297364 10.1007/s11307-008-0133-8
45. LO Gainkam L Huang V Caveliers M Keyaerts S Hernot I Vaneycken, et al. 2008 Comparison of the biodistribution and tumor targeting of two 99mTc-labeled anti-EGFR Nanobodies in mice, using pinhole SPECT/micro-CT J Nucl Med 49 788 795 18413403 10.2967/jnumed.107.048538 1:CAS:528:DC%2BD1cXmvVSju7w%3D (Pubitemid 351717545)
46. I Verel GW Visser GA van Dongen 2005 The promise of immuno-PET in radioimmunotherapy J Nucl Med 46 Suppl 1 164S 171S 15653665 (Pubitemid 47619032)
47. PK Börjesson YW Jauw R de Bree JC Roos JA Castelijns CR Leemans, et al. 2009 Radiation dosimetry of 89Zr-labeled chimeric monoclonal antibody U36 as used for immuno-PET in head and neck cancer patients J Nucl Med 50 1828 1836 19837762 10.2967/jnumed.109.065862
48. LR Perk GW Visser MJ Vosjan M Stigter-van Walsum BM Tijink CR Leemans, et al. 2005 (89)Zr as a PET surrogate radioisotope for scouting biodistribution of the therapeutic radiometals (90)Y and (177)Lu in tumor-bearing nude mice after coupling to the internalizing antibody cetuximab J Nucl Med 46 1898 1906 16269605 1:CAS:528:DC%2BD28XitVGltLY%3D (Pubitemid 46196653)
49. V Tolmachev D Rosik H Wållberg A Sjöberg M Sandström M Hansson, et al. 2010 Imaging of EGFR expression in murine xenografts using site-specifically labelled anti-EGFR 111In-DOTA-Z EGFR:2377 Affibody molecule: aspect of the injected tracer amount Eur J Nucl Med Mol Imaging 37 613 622 19838701 10.1007/s00259-009-1283-x
50. CR Divgi S Welt M Kris FX Real SD Yeh R Gralla, et al. 1991 Phase I and imaging trial of indium 111-labeled anti-epidermal growth factor receptor monoclonal antibody 225 in patients with squamous cell lung carcinoma J Natl Cancer Inst 83 97 104 1988695 10.1093/jnci/83.2.97 1:STN:280: DyaK3M7gvVygug%3D%3D