[18F]fluoromethyl-[1,2-2H4]-choline: A novel radiotracer for imaging choline metabolism in tumors by positron emission tomography

Cancer Research

Volumn 69, Issue 19, 2009, Pages 7721-7728

  Leyton, Julius ^a   Smith, Graham ^a   Zhao, Yongjun ^b   Perumal, Meg ^a   Nguyen, Quang De ^a   Robins, Edward ^b   Årstad, Erik ^b   Aboagye, Eric O ^a  

^a IMPERIAL COLLEGE LONDON   (United Kingdom)

^b HAMMERSMITH HOSPITAL   (United Kingdom)

Author keywords

[No Author keywords available]

Indexed keywords

CHOLINE KINASE; DEUTERIUM; FLUOROBROMOMETHANE F 18; FLUOROMETHYLCHOLINE F 18; N (2,3 DIHYDROXYPROPOXY) 3,4 DIFLUORO 2 (2 FLUORO 4 IODOANILINO)BENZAMIDE; TRACER; UNCLASSIFIED DRUG; BENZAMIDE DERIVATIVE; CHOLINE; DIAGNOSTIC AGENT; DIPHENYLAMINE; DRUG DERIVATIVE; FLUOROMETHYLCHOLINE; RADIOPHARMACEUTICAL AGENT;

ANIMAL EXPERIMENT; ANIMAL MODEL; ANIMAL TISSUE; ARTICLE; BLOOD; CELL METABOLISM; CONTROLLED STUDY; DRUG METABOLISM; DRUG OXIDATION; DRUG STABILITY; DRUG TUMOR LEVEL; DRUG UPTAKE; HUMAN; HUMAN CELL; ISOTOPE LABELING; KIDNEY METABOLISM; LIVER METABOLISM; MOUSE; NONHUMAN; POSITRON EMISSION TOMOGRAPHY; PRIORITY JOURNAL; PROTEIN EXPRESSION; SUBSTITUTION REACTION; TUMOR DIAGNOSIS; ANIMAL; BAGG ALBINO MOUSE; CELL STRAIN HCT116; COLON TUMOR; MELANOMA; METABOLISM; METHODOLOGY; NUDE MOUSE; OXIDATION REDUCTION REACTION; SCINTISCANNING; TISSUE DISTRIBUTION; XENOGRAFT;

ANIMALS; BENZAMIDES; CHOLINE; COLONIC NEOPLASMS; DEUTERIUM; DIPHENYLAMINE; HCT116 CELLS; HUMANS; MELANOMA; MICE; MICE, INBRED BALB C; MICE, NUDE; OXIDATION-REDUCTION; POSITRON-EMISSION TOMOGRAPHY; RADIOPHARMACEUTICALS; TISSUE DISTRIBUTION; TRANSPLANTATION, HETEROLOGOUS;

EID: 70350244594     PISSN: 00085472     EISSN: 15387445     Source Type: Journal    
DOI: 10.1158/0008-5472.CAN-09-1419     Document Type: Article

References (45)

1. Aboagye EO, Bhujwalla ZM. Malignant transformation alters membrane choline phospholipids metabolism of human mammary epithelial cell. Cancer Res 1999;59:80-84
2. Exton JH. Phosphatidylcholine breakdown and signal transduction. Biochim Biophys Acta 1994;1212:26-42.
3. George TP, Morash SC, Cook HW, Byers DM, Palmer FBSC, Spence MW. Phosphatidylcholine biosynthesis in cultured glioma cells: evidence for channelling of intermediates. Biochim Biophys Acta 1989;104:283-291
4. Teegarden D, Taparowsky EJ, Kent C. Altered phosphatidylcholine metabolism in C3H10T1/2 cells transfected with the Harvey-ras oncogene. J Biol Chem 1990;265:6042-6047 (Pubitemid 20148137)
5. Aoyama C, Liao H, Ishidate K. Structure and function of choline kinase isoforms in mammalian cells. Prog Lipid Res 2004;43:266-281 (Pubitemid 38299195)
6. Glunde K, Jie C, Bhujwalla ZM. Molecular causes of the aberrant choline phospholipid metabolism in breast cancer. Cancer Res 2004;64:4270-4276 (Pubitemid 38802433)
7. Glunde K, Raman V, Mori N, Bhujwalla ZM. RNA interference-mediated choline kinase suppression in breast cancer cells induces differentiation and reduces proliferation. Cancer Res 2005;65:11034-11043 (Pubitemid 41713374)
8. Iorio E, Mezzanzanica D, Alberti P, et al. Alterations of choline phospholipid metabolism in ovarian tumor progression. Cancer Res 2005;65:9369-9376 (Pubitemid 41508005)
9. Ramirez de Molina A, Rodriguez-Gonzalez A, Gutierrez R, et al. Overexpression of choline kinase is a frequent feature in human tumor-derived cell lines and in lung, prostate, and colorectal human cancers. Biochem Biophys Res Commun 2002;296:580-583
10. Ramirez de Molina A, Sarmentero-Estrada J, Belda-Iniesta C, et al. Expression of choline kinase α to predict outcome in patients with early-stage non-small-cell lung cancer: a retrospective study. Lancet Oncol 2007;8:889-897 (Pubitemid 47488053)
11. 11C]-choline PET. J Nucl Med 2000;41:1507-1513
12. Hara T, Kosaka N, Kishi H. PET imaging of prostate cancer using carbon-11-choline. J Nucl Med 1998;39:990-995 (Pubitemid 28270113)
13. 11C]choline. J Nucl Med 1997;38:842-847
14. 18F- fluorodeoxyglucose. Cancer Cell 1999;86:1638-1648
15. 18F]-FDG PET in primary diagnosis and staging of patients with thoracic cancer. J Nucl Med 2002;43:167-172
16. 11C-Choline uptake with PET/CT for the initial diagnosis of prostate cancer: relation to PSA levels, tumour stage and anti-androgenic therapy. Eur J Nucl Med Mol Imaging 2008;35:1741.
17. 18F]-labeled choline as an oncologic tracer for positron emission tomography: initial findings in prostate cancer. Cancer Res 2001;61:110-117
18. 18F]-fluoride PET-CT: a comparative study. Eur J Nucl Med Mol Imaging 2008;35:1766-1774
19. Cimitan M, Bortolus R, Morassut S, et al. [18F]fluorocholine PET/CT imaging for the detection of recurrent prostate cancer at PSA relapse: experience in 100 consecutive patients. Eur J Nucl Med Mol Imaging 2006;33:1387-1398 (Pubitemid 44885404)
20. 11Ccholine PET: first clinical experience. Eur J Nucl Med Mol Imaging 2002;29:1283-1288
21. 18F] fluorodeoxyglucose for positron emission tomography of androgen dependent and androgen independent prostate cancer. J Urol 2002;168:273-280
22. 18F]fluorocholine. J Nucl Med 2002;43:92-96
23. 11C]choline; implications for in vivo imaging with positron emission tomography. Eur J Nucl Med 2000;27:25-32.
24. Fan F, Gadda G. An internal equilibrium preorganizes the enzyme-substrate complex for hydride tunneling in choline oxidase. Biochemistry 2007;46:6402-6408 (Pubitemid 46842883)
25. Fan F, Gadda G. On the catalytic mechanism of choline oxidase. J Am Chem Soc 2005;127:2067-2074
26. Gadda G. pH and deuterium kinetic isotope effects studies on the oxidation of choline to betaine-aldehyde catalyzed by choline oxidase. Biochim Biophys Acta 2003;1650:4-9.
27. Nagel ZD, Klinmn JP. Tunneling and dynamics in enzymatic hydride transfer. Chem Rev 2006;106:3095-3118
28. 18F]bromofluoromethane at high specific radioactivity. Appl Radiat Isot 2001;54:927-933
29. 11C]choline. J Labelled Compds Radiopharm 2000;43:195-203.
30. Workman P, Balmain A, Hickman JA, et al. UKCCCR guidelines for the welfare of animals in experimental neoplasia. Lab Anim 1988;22:195-201. (Pubitemid 18192895)
31. Leyton J, Smith G, Lees M, et al. Noninvasive imaging of cell proliferation following mitogenic extracellular kinase inhibition by PD0325901. Mol Cancer Ther 2008;7:3112-3121
32. 18F]fluorothymidine as a new marker for monitoring tumor response to antiproliferative therapy in vivo with positron emission tomography. Cancer Res 2003;63:3791-3798
33. 18F]fluorothymidine positron emission tomography. Cancer Res 2006;66:7621-7629
34. Zeisel SH. Choline phospholipids: signal transduction and carcinogenesis. FASEB J 1993;7:551-557 (Pubitemid 23120902)
35. Zeisel SH. Nutrients, signal transduction and carcinogenesis. Adv Exp Med Biol 1995;369:175-183
36. Katz-Brull R, Degani H. Kinetics of choline transport and phosphorylation in human breast cancer cells; NMR application of the zero trans method. Anticancer Res 1996;16:1375-1380
37. Katz-Brull R, Seger D, Rivenson-Segal D, Rushkin E, Degani H. Metabolic markers of breast cancer: enhanced choline metabolism and reduced choline-ether-phospholipid synthesis. Cancer Res 2002;62:1966-1970 (Pubitemid 34408439)
38. 18F]fluorocholine in 9L glioma cells and 9L glioma-bearing Fisher rats. Eur J Nucl Med Mol Imaging 2008;35:1192-1203
39. Kwee SA, DeGrado TR, Talbot JN, Gutman F, Coel MN. Cancer imaging with fluorine-18-labeled choline derivatives. Semin Nucl Med 2007;37:420-428 (Pubitemid 47498259)
40. 11C]L-deprenyl in living baboon brain. J Neurochem 1988;51:1524-1534
41. Schou M, Halldin C, Sovago J, et al. PET evaluation of novel radiofluorinated reboxetine analogs as norepinephrine transporter probes in the monkey brain. Synapse 2004;53:57-67. (Pubitemid 38857641)
42. 18F]-deuteroaltanserin and PET: feasibility of a constant infusion paradigm. Nucl Med Biol 2000;27:715-722
43. Haubrich DR, Wang PF, Wedeking PW. Distribution and metabolism of intravenously administered choline[methyl-3-H] and synthesis in vivo of acetylcholine in various tissues of guinea pigs. J Pharmacol 1975;193:246-255
44. Lever M, Sizeland PC, Bason LM, Hayman CM, Chambers ST. Glycine betaine and proline betaine in human blood and urine. Biochim Biophys Acta 1994;1200:259-264 (Pubitemid 24267941)
45. Pummer S, Dantzler WH, Lien YH, Moeckel GW, Volker K, Silbernagl S. Reabsorption of betaine in Henle's loops of rat kidney in vivo . Am J Physiol Renal Physiol 2000;278:F434-9. (Pubitemid 30163243)