PET imaging of hypoxia-inducible factor-1-active tumor cells with pretargeted oxygen-dependent degradable streptavidin and a novel 18F-labeled biotin derivative Takashi Kudo,1 Masashi Ueda,1,2 Hiroaki Konishi,1 Hidekazu Kawashima,1,3

Molecular Imaging and Biology

Volumn 13, Issue 5, 2011, Pages 1003-1010

  Kudo, Takashi ^a   Ueda, Masashi ^a   Konishi, Hiroaki ^a   Kawashima, Hidekazu ^a   Kuge, Yuji ^a,b   Mukai, Takahiro ^c   Miyano, Azusa ^a   Tanaka, Shotaro ^a   Kizaka Kondoh, Shinae ^a   Hiraoka, Masahiro ^a   Saji, Hideo ^a  

^a KYOTO UNIVERSITY   (Japan)

^b HOKKAIDO UNIVERSITY   (Japan)

^c KYUSHU UNIVERSITY   (Japan)

Author keywords

18F labeled biotin derivative; Hypoxia inducible factor 1 (HIF 1); Oxygen dependent degradation domain (ODD); Pretargeting; Tumor hypoxia

Indexed keywords

(4 FLUOROBENZOYL)NORBIOTINAMIDE F 18; BIOTIN DERIVATIVE; HYPOXIA INDUCIBLE FACTOR 1; HYPOXIA INDUCIBLE FACTOR 1ALPHA; LUCIFERASE; STREPTAVIDIN; UNCLASSIFIED DRUG;

ANIMAL CELL; ANIMAL EXPERIMENT; ANIMAL MODEL; ANIMAL TISSUE; ARTICLE; BIOLUMINESCENCE; CONTROLLED STUDY; DRUG ACCUMULATION; DRUG DISTRIBUTION; DRUG PROTEIN BINDING; DRUG STRUCTURE; FEASIBILITY STUDY; FEMALE; HUMAN; HUMAN CELL; IMMUNOHISTOCHEMISTRY; IN VIVO STUDY; ISOTOPE LABELING; MOUSE; NONHUMAN; PHARMACOLOGICAL BLOCKING; POSITRON EMISSION TOMOGRAPHY; PRIORITY JOURNAL; PROTEIN TARGETING; SIGNAL TRANSDUCTION; TUMOR CELL;

ANIMALS; BIOTIN; CELL LINE, TUMOR; FLUORINE RADIOISOTOPES; HYPOXIA-INDUCIBLE FACTOR 1; IMMUNOHISTOCHEMISTRY; MICE; OXYGEN; POSITRON-EMISSION TOMOGRAPHY; STREPTAVIDIN;

MUS;

EID: 84855711071     PISSN: 15361632     EISSN: 18602002     Source Type: Journal    
DOI: 10.1007/s11307-010-0418-6     Document Type: Article

References (37)

1. Vaupel P, Kallinowski F, Okunieff P (1989) Blood flow, oxygen and nutrient supply, and metabolic microenvironment of human tumors: A review. Cancer Res 49:6449-6465 (Pubitemid 20008770)
2. Brown JM (2000) Exploiting the hypoxic cancer cell: Mechanisms and therapeutic strategies. Mol Med Today 6:157-162 (Pubitemid 30171366)
3. Hockel M, Vaupel P (2001) Tumor hypoxia: Definitions and current clinical, biologic, and molecular aspects. J Natl Cancer Inst 93:266-276 (Pubitemid 32219813)
4. Semenza GL (2007) Life with oxygen. Science 318:62-64 (Pubitemid 47538005)
5. Semenza GL (2003) Targeting HIF-1 for cancer therapy. Nat Rev Cancer 3:721-732 (Pubitemid 37328811)
6. Dewhirst MW, Cao Y, Moeller B (2008) Cycling hypoxia and free radicals regulate angiogenesis and radiotherapy response. Nat Rev Cancer 8:425-437 (Pubitemid 351744964)
7. Wang GL, Jiang BH, Rue EA, Semenza GL (1995) Hypoxia-inducible factor 1 is a basic-helix-loop-helix-PAS heterodimer regulated by cellular O2 tension. Proc Natl Acad Sci U S A 92:5510-5514
8. Harada H, Kizaka-Kondoh S, Li G et al (2007) Significance of HIF-1- active cells in angiogenesis and radioresistance. Oncogene 26:7508-7516 (Pubitemid 350207705)
9. Harada H, Kizaka-Kondoh S, Hiraoka M (2005) Optical imaging of tumor hypoxia and evaluation of efficacy of a hypoxia-targeting drug in living animals. Mol Imaging 4:182-193 (Pubitemid 43143791)
10. Kizaka-Kondoh S, Konse-Nagasawa H (2009) Significance of nitroimidazole compounds and hypoxia-inducible factor-1 for imaging tumor hypoxia. Cancer Sci 100:1366-1373
11. Kizaka-Kondoh S, Tanaka S, Harada H, Hiraoka M (2009) The HIF-1- active microenvironment: An environmental target for cancer therapy. Adv Drug Deliv Rev 61:623-632
12. Kudo T, Ueda M, Kuge Y et al (2009) Imaging of HIF-1-active tumor hypoxia using a protein effectively delivered to and specifically stabilized in HIF-1-active tumor cells. J Nucl Med 50:942-949
13. Ueda M, Kudo T, Kuge Y et al (2010) Rapid detection of hypoxiainducible factor-1-active tumours: Pretargeted imaging with a protein degrading in a mechanism similar to hypoxia-inducible factor-1a. Eur J Nucl Med Mol Imaging 37:1566-1574
14. Shoup TM, Fischman AJ, Jaywook S, Babich JW, Strauss HW, Elmaleh DR (1994) Synthesis of fluorine-18-labeled biotin derivatives: Biodistribution and infection localization. J Nucl Med 35:1685-1690 (Pubitemid 24307766)
15. Vaidyanathan G, Zalutsky MR (2006) Synthesis of N-succinimidyl 4- [18F]fluorobenzoate, an agent for labeling proteins and peptides with 18F. Nat Protoc 1:1655-1661 (Pubitemid 46773286)
16. Hara T, Higashi T, Nakamoto Y et al (2009) Significance of chronic marked hyperglycemia on FDG-PET: Is it really problematic for clinical oncologic imaging? Ann Nucl Med 23:657-669
17. Ono M, Watanabe R, Kawashima H et al (2009) Fluoro-pegylated chalcones as positron emission tomography probes for in vivo imaging of beta-amyloid plaques in Alzheimer's disease. J Med Chem 52:6394-6401
18. Kimura H, Tomatsu K, Kawashima H et al (2009) Development of one-flow synthesis method for N-succinimidyl 4-[F-18]fluorobenzoate ([F-18]SFB) using microreactor for 3-step-reaction. J Label Compd Radiopharm 52:S9-S9
19. Tang G, Zeng WB, Yu MX, Kabalka G (2008) Facile synthesis of N-succinimidyl 4-[F-18]fluorobenzoate ([F-18]SFB) for protein labeling. J Label Compd Radiopharm 51:68-71 (Pubitemid 351495423)
20. Kizaka-Kondoh S, Itasaka S, Zeng L et al (2009) Selective killing of hypoxia-inducible factor-1-active cells improves survival in a mouse model of invasive and metastatic pancreatic cancer. Clin Cancer Res 15:3433-3441
21. Ueda M, Iida Y, Tominaga A et al (2010) Nicotinic acetylcholine receptors expressed in the ventralposterolateral thalamic nucleus play an important role in anti-allodynic effects. Br J Pharmacol 159:1201-1210
22. PicchioM, Beck R,Haubner R et al (2008) Intratumoral spatial distribution of hypoxia and angiogenesis assessed by 18F-FAZA and 125I-Gluco-RGD autoradiography. J Nucl Med 49:597-605 (Pubitemid 351520608)
23. Krohn KA, Link JM, Mason RP (2008) Molecular imaging of hypoxia. J Nucl Med 49 Suppl 2:129S-148S (Pubitemid 351948041)
24. Mees G, Dierckx R, Vangestel C, Van de Wiele C (2009) Molecular imaging of hypoxia with radiolabelled agents. Eur J Nucl Med Mol Imaging 36:1674-1686
25. Dunphy MP, Lewis JS (2009) Radiopharmaceuticals in preclinical and clinical development for monitoring of therapy with PET. J Nucl Med 50 Suppl 1:106S-121S
26. Lehmann S, Stiehl DP, Honer M et al (2009) Longitudinal and multimodal in vivo imaging of tumor hypoxia and its downstream molecular events. Proc Natl Acad Sci U S A 106:14004-14009
27. Oh M, Tanaka T, Kobayashi M et al (2009) Radio-copper-labeled Cu-ATSM: An indicator of quiescent but clonogenic cells under mild hypoxia in a Lewis lung carcinoma model. Nucl Med Biol 36:419-426
28. Chauhan J, Dakshinamurti K (1986) Purification and characterization of human serum biotinidase. J Biol Chem 261:4268-4275 (Pubitemid 17198867)
29. Foulon CF, Alston KL, Zalutsky MR (1997) Synthesis and preliminary biological evaluation of (3-iodobenzoyl)norbiotinamide and ((5-iodo-3- pyridinyl)carbonyl)norbiotinamide: Two radioiodinated biotin conjugates with improved stability. Bioconjug Chem 8:179-186 (Pubitemid 27153291)
30. Liu RS, Chou TK, Chang CH et al (2009) Biodistribution, pharmacokinetics and PET imaging of [18F]FMISO, [18F]FDG and [18F]FAc in a sarcoma- and inflammation-bearing mouse model. Nucl Med Biol 36:305-312
31. Serganova I, Doubrovin M, Vider J et al (2004) Molecular imaging of temporal dynamics and spatial heterogeneity of hypoxia-inducible factor-1 signal transduction activity in tumors in living mice. Cancer Res 64:6101-6108 (Pubitemid 39129410)
32. Hsieh CH, Kuo JW, Lee YJ, Chang CW, Gelovani JG, Liu RS (2009) Construction of mutant TKGFP for real-time imaging of temporal dynamics of HIF-1 signal transduction activity mediated by hypoxia and reoxygenation in tumors in living mice. J Nucl Med 50:2049-2057
33. Wen B, Burgman P, Zanzonico P et al (2004) A preclinical model for noninvasive imaging of hypoxia-induced gene expression; comparison with an exogenous marker of tumor hypoxia. Eur J Nucl Med Mol Imaging 31:1530-1538 (Pubitemid 39592774)
34. Lewis JS, McCarthy DW, McCarthy TJ, Fujibayashi Y, Welch MJ (1999) Evaluation of 64Cu-ATSM in vitro and in vivo in a hypoxic tumor model. J Nucl Med 40:177-183 (Pubitemid 29044189)
35. Piert M, Machulla HJ, Picchio M et al (2005) Hypoxia-specific tumor imaging with 18F-fluoroazomycin arabinoside. J Nucl Med 46:106-113 (Pubitemid 43086004)
36. Dakshinamurti K, Chauhan J, Ebrahim H (1987) Intestinal absorption of biotin and biocytin in the rat. Biosci Rep 7:667-673 (Pubitemid 17167126)
37. Hainsworth J, Harrison P, Mather SJ (2005) Preparation and characterization of a DOTA-lysine-biotin conjugate as an effector molecule for pretargeted radionuclide therapy. Bioconjug Chem 16:1468-1474 (Pubitemid 41681513)