Synthesis of a probe for monitoring HSV1-tk reporter gene expression using chemical exchange saturation transfer MRI

Nature Protocols

Volumn 8, Issue 12, 2013, Pages 2380-2391

  Bar Shir, Amnon ^a   Liu, Guanshu ^a,b   Greenberg, Marc M ^c   Bulte, Jeff W M ^a,b,d,e   Gilad, Assaf A ^a,b  

^a JOHNS HOPKINS UNIVERSITY SCHOOL OF MEDICINE   (United States)

^b KENNEDY KRIEGER INSTITUTE   (United States)

^c JOHNS HOPKINS UNIVERSITY   (United States)

^d Johns Hopkins University   (United States)

^e Johns Hopkins University   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

5 METHYL 5,6 DIHYDROTHYMIDINE; 5,6 DIHYDROTHYMIDINE; THYMIDINE DERIVATIVE; UNCLASSIFIED DRUG;

ANALYTICAL PARAMETERS; ANIMAL CELL; ANIMAL EXPERIMENT; ANIMAL MODEL; ARTICLE; CATALYSIS; CELL MEMBRANE TRANSPORT; CHEMICAL ANALYSIS; CHEMICAL EXCHANGE SATURATION TRANSFER NUCLEAR MAGNETIC RESONANCE IMAGING; CHEMICAL STRUCTURE; CONTROLLED STUDY; GENE EXPRESSION; HSV1 TK GENE; HYDROGENATION; INFORMATION PROCESSING; MALE; MOUSE; NONHUMAN; NUCLEAR MAGNETIC RESONANCE IMAGING; PRIORITY JOURNAL; RAT; REACTION TIME; REPORTER GENE;

ANIMALIA; HUMAN HERPESVIRUS 1; RODENTIA;

ANIMALS; GENES, REPORTER; HERPESVIRUS 1, HUMAN; MAGNETIC RESONANCE IMAGING; MALE; MICE; RODENTIA; THYMIDINE; THYMIDINE KINASE; VIRAL PROTEINS;

EID: 84888385103     PISSN: 17542189     EISSN: 17502799     Source Type: Journal    
DOI: 10.1038/nprot.2013.140     Document Type: Article

References (44)

1. Yigit, M.V., Moore, A. & Medarova, Z. Magnetic nanoparticles for cancer diagnosis and therapy. Pharmacol. Res. 29, 1180-1188 (2012).
2. Culver, K.W. et al. In vivo gene transfer with retroviral vector-producer cells for treatment of experimental brain tumors. Science 256, 1550-1552 (1992).
3. Tjuvajev, J.G. et al. Imaging herpes virus thymidine kinase gene transfer and expression by positron emission tomography. Cancer Res. 58, 4333-4341 (1998).
4. Tjuvajev, J.G. et al. Noninvasive imaging of herpes virus thymidine kinase gene transfer and expression: a potential method for monitoring clinical gene therapy. Cancer Res. 56, 4087-4095 (1996).
5. Gambhir, S.S. et al. Imaging adenoviral-directed reporter gene expression in living animals with positron emission tomography. Proc. Natl. Acad. Sci. USA 96, 2333-2338 (1999).
6. Gambhir, S.S. et al. A mutant herpes simplex virus type 1 thymidine kinase reporter gene shows improved sensitivity for imaging reporter gene expression with positron emission tomography. Proc. Natl. Acad. Sci. USA 97, 2785-2790 (2000).
7. Jacobs, A. et al. Positron-emission tomography of vector-mediated gene expression in gene therapy for gliomas. Lancet 358, 727-729 (2001).
8. Yaghoubi, S.S. et al. Noninvasive detection of therapeutic cytolytic T cells with 18F-FHBG PET in a patient with glioma. Nat. Rev. Clin. Oncol. 6, 53-58 (2009).
9. Freytag, S.O. et al. Phase I study of replication-competent adenovirus-mediated double-suicide gene therapy for the treatment of locally recurrent prostate cancer. Cancer Res. 62, 4968-4976 (2002).
10. Freytag, S.O. et al. Five-year follow-up of trial of replication- competent adenovirus-mediated suicide gene therapy for treatment of prostate cancer. Mol. Ther. 15, 636-642 (2007).
11. 18F]FFEAU, and other imaging probes. J. Nucl. Med. 49, 637-648 (2008).
12. Sun, N., Lee, A. & Wu, J.C. Long term non-invasive imaging of embryonic stem cells using reporter genes. Nat. Protoc. 4, 1192-1201 (2009).
13. Yaghoubi, S.S., Berger, F. & Gambhir, S.S. Studying the biodistribution of positron emission tomography reporter probes in mice. Nat. Protoc. 2, 1752-1755 (2007).
14. Yaghoubi, S.S. & Gambhir, S.S. Measuring herpes simplex virus thymidine kinase reporter gene expression in vitro. Nat. Protoc. 1, 2137-2142 (2006).
15. 18F]FEAU. Nat. Protoc. 2, 416-423 (2007).
16. 18F]FHBG. Nat. Protoc. 1, 3069-3075 (2006).
17. Burton, J.B. et al. Adenovirus-mediated gene expression imaging to directly detect sentinel lymph node metastasis of prostate cancer. Nat. Med. 14, 882-888 (2008).
18. Hung, S.C. et al. Mesenchymal stem cell targeting of microscopic tumors and tumor stroma development monitored by noninvasive in vivo positron emission tomography imaging. Clin. Cancer Res. 11, 7749-7756 (2005).
19. Willmann, J.K. et al. Imaging gene expression in human mesenchymal stem cells: from small to large animals. Radiology 252, 117-127 (2009).
20. Wu, J.C., Inubushi, M., Sundaresan, G., Schelbert, H.R. & Gambhir, S.S. Positron emission tomography imaging of cardiac reporter gene expression in living rats. Circulation 106, 180-183 (2002).
21. 2+-responsive contrast agent. Proc. Natl. Acad. Sci. USA 108, 18400-18405 (2011).
22. Loving, G.S., Mukherjee, S. & Caravan, P. Redox-activated manganese-based MR contrast agent. J. Am. Chem. Soc. 135, 4620-4623 (2013).
23. Osborne, E.A., Jarrett, B.R., Tu, C. & Louie, A.Y. Modulation of T2 relaxation time by light-induced, reversible aggregation of magnetic nanoparticles. J. Am. Chem. Soc. 132, 5934-5935 (2010).
24. 1p ratiometric procedure to assess matrix metalloproteinase-2 activity by magnetic resonance imaging. Angew. Chem. Int. Ed. Engl. 52, 3926-3930 (2013).
25. Cohen, B. et al. MRI detection of transcriptional regulation of gene expression in transgenic mice. Nat. Med. 13, 498-503 (2007).
26. Genove, G., DeMarco, U., Xu, H., Goins, W.F. & Ahrens, E.T. A new transgene reporter for in vivo magnetic resonance imaging. Nat. Med. 11, 450-454 (2005).
27. Gilad, A.A. et al. Artificial reporter gene providing MRI contrast based on proton exchange. Nat. Biotech. 25, 217-219 (2007).
28. Ward, K.M., Aletras, A.H. & Balaban, R.S. A new class of contrast agents for MRI based on proton chemical exchange dependent saturation transfer (CEST). J. Magn. Reson. 143, 79-87 (2000).
29. Sherry, A.D. & Woods, M. Chemical exchange saturation transfer contrast agents for magnetic resonance imaging. Annu. Rev. Biomed. Eng. 10, 391-411 (2008).
30. van Zijl, P.C. & Yadav, N.N. Chemical exchange saturation transfer (CEST): what is in a name and what isn't? Magn. Reson. Med. 65, 927-948 (2011).
31. Yoo, B. & Pagel, M.D. A PARACEST MRI contrast agent to detect enzyme activity. J. Am. Chem. Soc. 128, 14032-14033 (2006).
32. Yoo, B., Raam, M.S., Rosenblum, R.M. & Pagel, M.D. Enzyme-responsive PARACEST MRI contrast agents: a new biomedical imaging approach for studies of the proteasome. Contrast Media Mol. Imaging 2, 189-198 (2007).
33. Liu, G. et al. Monitoring enzyme activity using a diamagnetic chemical exchange saturation transfer magnetic resonance imaging contrast agent. J. Am. Chem. Soc. 133, 16326-16329 (2011).
34. Liu, G. & Gilad, A.A. MRI of CEST-based reporter gene. Methods Mol. Biol. 771, 733-746 (2011).
35. Bar-Shir, A. et al. Transforming thymidine into a magnetic resonance imaging probe for monitoring gene expression. J. Am. Chem. Soc. 135, 1617-1624 (2013).
36. Najjar, A.M. et al. Molecular-genetic PET imaging using an HSV1-tk mutant reporter gene with enhanced specificity to acycloguanosine nucleoside analogs. J. Nucl. Med. 50, 409-416 (2009).
37. Greenberg, M.M. Investigating nucleic acid damage processes via independent generation of reactive intermediates. Chem. Res. Toxicol. 11, 1235-1248 (1998).
38. Teoule, R., Fouque, B. & Cadet, J. Synthesis and spectroscopic properties of two classes of 5,6-dihydrothymidine derivatives. Action on the Ehrlich's ascites cells thymidine kinase. Nucleic Acids Res. 2, 487-499 (1975).
39. Judenhofer, M.S. et al. Simultaneous PET-MRI: a new approach for functional and morphological imaging. Nat. Med. 14, 459-465 (2008).
40. Greenberg, M.M. et al. DNA damage induced via 5,6-dihydrothymid-5-yl in single-stranded oligonucleotides. J. Am. Chem. Soc. 119, 1828-1839 (1997).
41. Barvian, M.R. & Greenberg, M.M. Independent generation of 5,6-dihydrothymid-5-yl and investigation of its ability to effect nucleic-acid strand scission via hydrogen-atom abstraction. J. Org. Chem. 60, 1916-1917 (1995).
42. Greenberg, M.M. & Matray, T.J. Inhibition of Klenow fragment (exo-) catalyzed DNA polymerization by (5R)-5,6-dihydro-5-hydroxythymidine and structural analogue 5,6-dihydro-5-methylthymidine. Biochemistry 36, 14071-14079 (1997).
43. Kim, M., Gillen, J., Landman, B.A., Zhou, J. & van Zijl, P.C. Water saturation shift referencing (WASSR) for chemical exchange saturation transfer (CEST) experiments. Magn. Reson. Med. 61, 1441-1450 (2009).
44. Lipton, M.F., Sorensen, C.M., Sadler, A.C. & Shapiro, R.H. Convenient method for the accurate estimation of concentrations of alkyllithium reagents. J. Organomet. Chem. 186, 155-158 (1980).