Skip to main content

Advertisement

SpringerLink
Log in

Evaluation of new 18F-labeled amino acids for brain PET

  • Original Article
  • Published:
Anatomy and Embryology Aims and scope Submit manuscript

This is a preview of subscription content, log in via an institution to check access.

Access this article

Log in via an institution

Price excludes VAT (USA)
Tax calculation will be finalised during checkout.

Instant access to the full article PDF.

Institutional subscriptions

Fig. 1
Fig. 2
Fig. 3
Fig. 4

References

  • Börner AR, Hamacher K, Herzog H, Schmitz T, Müller-Mattheis V, Ackermann R, Langen KJ, Coenen HH (2001) Whole-body kinetics and dosimetry of cis-4-[18F]-fluoroproline. Nucl Med Biol 28:287–292

    Article  PubMed  Google Scholar 

  • Byrne TN (1994) Imaging of gliomas. Semin Oncol 21:162–171

    PubMed  CAS  Google Scholar 

  • Christensen HN, Liang M, Archer EG (1967) A distinct Na+ -requiring transport system for alanine, serine, cysteine, and similar amino acids. J Biol Chem 242:5237–5246

    PubMed  CAS  Google Scholar 

  • Coenen HH (1993) Biochemistry and evaluation of fluoroamino acids. In: Mazoyer BM, Heiss WD, Comar D (eds) PET studies on amino acid metabolism and protein synthesis. Kluwer Academic Publishers, Dordrecht, Boston, London, pp 109–129

    Google Scholar 

  • Coenen HH, Kling P, Stöcklin G (1980) Cerebral metabolism of L-[2−18F]fluorotyrosine, a new PET tracer of protein synthesis. J Nucl Med 30:1367–1372

    Google Scholar 

  • Cohen SM, Nadler JV (1997) Proline-induced potentiation of glutamate transmission. Brain Res 761:271–282

    Article  PubMed  CAS  Google Scholar 

  • Cook GJR, Maisey MN, Fogelman I (1999) Normal variants, artefacts and interpretative pitfalls in PET imaging with 18-fluoro-2-deoxyglucose and carbon-11-methionine. Eur J Nucl Med 26:1363–1378

    Article  PubMed  CAS  Google Scholar 

  • Corrigan JJ (1969) D-amino acids in animals. Science 164:142–149

    Article  PubMed  CAS  Google Scholar 

  • Crump FT, Fremeau RT, Craig AM (1999) Localization of the brain-specific high-affinity L-proline transporter in cultured hippocampal neurons: molecular heterogeneity of synaptic terminals. Mol Cell Neurosci 13:25–39

    Article  PubMed  CAS  Google Scholar 

  • Dahnke HG, Garweg G (1972) Behavior of D- and L-proline in protein metabolism of the mouse brain and cerebellum. Hoppe Seylers Z Physiol Chem 353:1507

    PubMed  CAS  Google Scholar 

  • Del Sole A, Falini A, Ravasi L, Ottobrini L, De Marchis D, Bombardieri E, Lucignani G (2001) Anatomical and biochemical investigation of primary brain tumors. Eur J Nucl Med 28:1851–1872

    Article  PubMed  CAS  Google Scholar 

  • Floeth F, Pauleit D, Wittsack HJ, Langen KJ, Reifenberger G, Hamacher K, Müller HW, Zilles K, Messing-Jünger M, Weber F, Stummer W, Steiger HJ, Coenen HH, Sabel M (2005) Multimodal metabolic imaging of cerebral gliomas using positron emission tomography with [18F]-fluoroethyl-L-tyrosine and magnetic resonance spectroscopy. J Neurosurg 102:318–327

    Article  PubMed  Google Scholar 

  • Friedman M (1999) Chemistry, nutrition, and microbiology of D-amino acids. J Agric Food Chem 47:3457–3479

    Article  PubMed  CAS  Google Scholar 

  • Garweg G, Dahnke HG (1972) Various use of D-proline and L-proline in the brain of the mouse. Verh Anat Ges 67:297–303

    PubMed  CAS  Google Scholar 

  • Garweg G, Dahnke HG (1973). Amino-acid racemase in the organism of mammals. Naturwissenschaften 60:201

    Article  PubMed  CAS  Google Scholar 

  • Garweg G, Dahnke HG (1974) Is the conversion of D-proline into L-proline in the brain a prerequisite for the incorporation into nerve-cell proteins? (Studies on the murine brain). Verh Anat Ges 68:375–379

    PubMed  CAS  Google Scholar 

  • Hamacher K (1999) Synthesis of n.c.a. cis- and trans-4-[18F]fluoro-L-proline, radiotracer for PET-investigation of disordered matrix protein synthesis. J Labeled Compd Radiopharm 42:1135–1142

    Article  CAS  Google Scholar 

  • Hamacher K, Coenen HH (2002) Efficient routine production of the 18F-labeled amino acid O-(2-[18F]fluoroethyl)-L-tyrosine. Appl Radiat Isot 57:853–856

    Article  PubMed  CAS  Google Scholar 

  • Heiss P, Mayer S, Herz M, Wester HJ, Schwaiger M, Senekowitsch-Schmidtke R (1999) Investigation of transport mechanism and uptake kinetics of O-(2-[18F]fluoroethyl)-L-tyrosine in vitro and in vivo. J Nucl Med 40:1367–1373

    PubMed  CAS  Google Scholar 

  • Herholz K, Holzer T, Bauer B, Schroder R, Voges J, Ernestus RI, Mendoza G,Weber-Luxenburger G, Lottgen J, Thiel A, Wienhard K, Heiss WD (1998) 11 C-methionine PET for differential diagnosis of low-grade gliomas. Neurology 50:1316–1322

    PubMed  CAS  Google Scholar 

  • Inoue T, Tomiyoshi K, Higuichi T, Ahmed K, Sarwar M, Aoyagi K, Amano S, Alyafei S, Zhang H, Endo K (1998) Biodistribution studies on L-3-[fluorine-18]fluoro-alpha-methyl tyrosine: a potential tumor-detecting agent. J Nucl Med 39:663–667

    PubMed  CAS  Google Scholar 

  • Ishiwata K, Kubota K, Murakami M, Kubota R, Sasaki T, Ishii S, Senda M (1993) Re-evaluation of amino acid PET studies: can the protein synthesis rates in brain and tumor tissues be measured in vivo?. J Nucl Med 34:1936–1943

    PubMed  CAS  Google Scholar 

  • Jager PL, Vaalburg W, Pruim J, de Vries EG, Langen KJ, Piers D (2001) Radiolabeled amino acids: basic aspects and clinical applications in oncology (review). J Nucl Med 42:432–445

    PubMed  CAS  Google Scholar 

  • Jansen EP, Dewit LG, van Herk M, Bartelink H (2000) Target volumes in radiotherapy for high-grade malignant glioma of the brain. Radiother Oncol 56:151–156

    Article  PubMed  CAS  Google Scholar 

  • Jones HA, Boobis AR, Hamacher K, Coenen HH, Clark JC (2003) PET imaging of pulmonary fibrosis. J Nucl Med 44:483–484

    PubMed  Google Scholar 

  • Kaim AH, Weber B, Kurrer MO, Westera G, Schweitzer A, Gottschalk J, von Schulthess GK, Buck A (2002) (18)F-FDG and (18)F-FET uptake in experimental soft tissue infection. Eur J Nucl Med 29:648–654

    Article  CAS  Google Scholar 

  • Kaschten B, Stevenaert A, Sadzot B, Deprez M, Degueldre C, Del Fiore G, Luxen A and Reznik M (1998) Preoperative evaluation of 54 gliomas by PET with fluorine-18-fluorodeoxyglucose and/or carbon-11-methionine. J Nucl Med 39:778–785

    PubMed  CAS  Google Scholar 

  • Langen KJ (2003) Amino acid transport studies in brain tumors. In: Feinendegen LE, Shreeve WW, Eckelman WC, Bahk YW, Wagner HN (eds) Molecular nuclear medicine—the challenge of genomics and proteomics to clinical practice. Springer, Berlin Heidelberg New York, pp 477–485

    Google Scholar 

  • Langen KJ, Börner AR, Müller-Mattheis V, Hamacher K, Herzog H, Ackermann R, Coenen HH (2001) Uptake of cis-4-[18F]fluoro-L-proline in urologic tumors. J Nucl Med 42:752–754

    PubMed  CAS  Google Scholar 

  • Langen KJ, Mühlensiepen H, Schmieder S, Hamacher K, Broer S, Börner AR, Schneeweiss FH, Coenen HH (2002) Transport of cis- and trans-4-[18F]Fluoro-L-proline in F98 glioma cells. Nucl Med Biol 29:685–692

    Article  PubMed  CAS  Google Scholar 

  • Langen KJ, Jarosch M, Mühlensiepen H, Hamacher K, Hess E, Bröer S, Jansen P, Zilles K, Coenen HH (2003) Comparison of fluorotyrosines and methionine uptake in F98 rat gliomas. Nucl Med Biol 30:501–508

    Article  PubMed  CAS  Google Scholar 

  • Langen KJ, Jarosch M, Hamacher K, Mühlensiepen H, Weber F, Floeth F, Pauleit D, Herzog H, Coenen HH (2004) Imaging of Gliomas with cis-4-[18F]Fluoro-L-proline. Nucl Med Biol 31:67–75

    Article  PubMed  CAS  Google Scholar 

  • Langen KJ, Hamacher K, Bauer D, Bröer S, Pauleit D, Herzog H, Floeth FW, Zilles K, Coenen HH (2005) Preferred stereoselective transport of the D-isomer of cis-4-[18F]fluoro-proline at the blood–brain barrier. J Cereb Blood Flow Metab 25:607–616

    Article  PubMed  CAS  Google Scholar 

  • Laverman P, Boerman OC, Corstens FH, Oyen WJ (2002) Fluorinated amino acids for tumour imaging with positron emission tomography. Eur J Nucl Med 29:681–690

    Article  CAS  Google Scholar 

  • Leeds NE, Jackson EF (1994) Current imaging techniques for the evaluation of brain neoplasms (review). Curr Opin Oncol 6:254–261

    Article  PubMed  CAS  Google Scholar 

  • Levivier M, Wikler D, Goldman S, Pirotte B, De Witte O, Brotchi J (1999) Positron emission tomography in stereotactic conditions as a functional imaging technique for neurosurgical guidance. In: Alexander EI, Maciunas RJ (eds) Advanced neurosurgical navigation. Thieme Medical Publisher, New York, pp 85–99

    Google Scholar 

  • Messing-Jünger AM, Floeth FW, Pauleit D, Reifenberger G, Willing R, Gärtner J, Coenen HH, Langen KJ (2002) Multimodal target point assessment for stereotactic biopsy in children with diffuse bithalamic astrocytomas. Childs Nerv Syst 18:445–449

    Article  PubMed  Google Scholar 

  • Mosskin M, von Holst H, Bergstrom M, Collins VP, Eriksson L, Johnstrom P, Noren G (1987) Positron emission tomography with 11 C-methionine and computed tomography of intracranial tumours compared with histopathologic examination of multiple biopsies. Acta Radiol 28:673–681

    PubMed  CAS  Google Scholar 

  • Mosskin M, Ericson K, Hindmarsh T, von Holst H, Collins VP, Bergstrom M, Eriksson L, Johnstrom P (1989) Positron emission tomography compared with MRI and CT in supratentorial gliomas using multiple stereotactic biopsies as reference. Acta Radiol 30:225–232

    PubMed  CAS  Google Scholar 

  • Ogawa T, Kanno I, Shishido F, Inugami A, Higano S, Fujita H, Murakami M, Uemura K, Yasui N, Mineura K (1991) Clinical value of PET with 18F-fluorodeoxyglucose and L-methyl−11 C-methionine for diagnosis of recurrent brain tumor and radiation injury. Acta Radiol 31:197–202

    Article  Google Scholar 

  • Ogawa T, Shishido F, Kanno I, Inugami A, Fujita H, Murakami M, Shimosegawa E, Ito H, Hatazawa J, Okudera T (1993) Cerebral glioma: evaluation with methionine PET. Radiology 186:45–53

    PubMed  CAS  Google Scholar 

  • Ogawa T, Miura S, Murakami M, Iida H, Hatazawa J, Inugami A, Kanno I, Yasui N, Sasajima T, Uemura K (1996) Quantitative evaluation of neutral amino acid transport in cerebral gliomas using positron emission tomography and fluorine-18 fluorophenylalanine. Eur J Nucl Med 23:889–895

    Article  PubMed  CAS  Google Scholar 

  • Oldendorf WH (1971) Brain uptake of radiolabeled amino acids, amines, and hexoses after arterial injection. Am J Physiol 221:1629–1639

    PubMed  CAS  Google Scholar 

  • Pauleit D, Floeth F, Hamacher K, Riemenschneider MJ, Reifenberger G, Müller HW, Zilles K, Coenen HH, Langen KJ (2005) O-(2-[18F]fluoroethyl)-L-tyrosine PET combined with magnetic resonance imaging improves the diagnostic assessment of cerebral gliomas. Brain 128:678–687

    Article  PubMed  Google Scholar 

  • Pöpperl G, Gotz C, Rachinger W, Gildehaus FJ, Tonn JC, Tatsch K (2004) Value of O-(2-[18F]fluoroethyl)-L-tyrosine PET for the diagnosis of recurrent glioma. Eur J Nucl Mol Imaging 31:1464–1470

    Article  CAS  Google Scholar 

  • Rau FC, Weber WA, Wester HJ, Herz M, Becker I, Kruger A, Schwaiger M, Senekowitsch-Schmidtke R (2002) O-(2-[(18)F]fluoroethyl)-L-tyrosine (FET): a tracer for differentiation of tumour from inflammation in murine lymph nodes. Eur J Nucl Med 29:1039–1046

    Article  CAS  Google Scholar 

  • Ribom D, Eriksson A, Hartman M, Engler H, Nilsson A, Langstrom B, Bolander H, Bergstrom M, Smits A (2001) Positron emission tomography (11)C-methionine and survival in patients with low-grade gliomas. Cancer 92:1541–1549

    Article  PubMed  CAS  Google Scholar 

  • Shoup TM, Olson J, Hoffman JM, Votaw J, Eshima D, Eshima L, Camp VM, Stabin M, Votaw D, Goodman MM (1999) Synthesis and evaluation of [18F]1-amino-3-fluorocyclobutane-1-carboxylic acid to image brain tumors. J Nucl Med 40:331–338

    PubMed  CAS  Google Scholar 

  • Sloan JL, Mager S (1999) Cloning and functional expression of a human Na(+) and Cl(−)-dependent neutral and cationic amino acid transporter B(0+). J Biol Chem 274:23740–23745

    Article  PubMed  CAS  Google Scholar 

  • Van Winkle LJ, Christensen HN, Campione AL (1985). Na+ -dependent transport of basic, zwitterionic, and bicyclic amino acids by a broad-scope system in mouse blastocysts. J Biol Chem 260:12118–12123

    PubMed  CAS  Google Scholar 

  • Wallace WE, Gupta NC, Hubbs AF, Mazza SM, Bishop HA, Keane MJ, Battelli LA, Ma J, Schleiff P (2002) cis-4-[(18)F]fluoro-L-proline PET imaging of pulmonary fibrosis in a rabbit model. J Nucl Med 43:413–420

    PubMed  CAS  Google Scholar 

  • Weber WA, Wester HJ, Grosu AL, Herz M, Dzewas B, Feldmann HJ, Molls M, Stocklin G, Schwaiger M (2000) O-(2-[18F]Fluoroethyl)-L-tyrosine and L-[methyl−11 C]methionine uptake in brain tumours: initial results of a comparative study. Eur J Nucl Med 27:542–554

    Article  PubMed  CAS  Google Scholar 

  • Weckesser M, Langen KJ, Rickert CH, Kloska S, Straeter R, Hamacher K, Kurlemann G, Wassmann H, Coenen HH, Schober O (2005) Initial experiences with O-(2-[18F]fluoroethyl)-L-tyrosine PET in the evaluation of primary brain tumors. Eur J Nucl Med 32:422–429

    Article  CAS  Google Scholar 

  • Wester HJ, Herz M, Weber W, Heiss P, Senekowitsch-Schmidtke R, Schwaiger M, Stocklin G (1999a) Synthesis and radiopharmacology of O-(2-[18F]fluoroethyl)-L-tyrosine for tumor imaging. J Nucl Med 40:205–212

    PubMed  CAS  Google Scholar 

  • Wester HJ, Herz M, Senekowitsch-Schmidtke R, Schwaiger M, Stöcklin G, Hamacher K (1999b) Preclinical evaluation of 4-[18F]fluoroprolines: diastereomeric effect on metabolism and uptake in mice. Nucl Med Biol 3:259–265

    Article  Google Scholar 

  • Würker M, Herholz K, Voges J, Pietrzyk U, Treuer H, Bauer B, Sturm V, Heiss WD (1996) Glucose consumption and methionine uptake in low-grade gliomas after iodine-125 brachytherapy. Eur J Nucl Med 23:583–586

    Article  PubMed  Google Scholar 

  • Zimny M, Klosterhalfen B, Conze J, Hamacher K, Fehler S, Schumpelick V, Coenen HH, Buell U (2002) Uptake of cis-4-[18 F]fluoro-L-proline in scar formation: a marker of collagen synthesis? Nucl Med Commun 23:695–698

    Article  PubMed  CAS  Google Scholar 

Download references

Acknowledgments

This study was supported by Deutsche Forschungsgemeinschaft and Brain Imaging Centre West (BICW), MRI by BMBF Grant No. 01GO0104.

Author information

Authors and Affiliations

  1. Brain Imaging Centre West, Jülich, Germany

    K. J. Langen, K. Hamacher, D. Pauleit, G. Stoffels, D. Bauer, K. Zilles & H. H. Coenen

  2. Institute of Medicine, Research Centre Jülich, P.O. Box 1913, 52425, Jülich, Germany

    K. J. Langen, D. Pauleit, G. Stoffels, D. Bauer & K. Zilles

  3. Institute of Nuclear Chemistry, Research Centre Jülich, Jülich, Germany

    K. Hamacher & H. H. Coenen

  4. Clinic of Neurosurgery, Heinrich-Heine University, Düsseldorf, Germany

    F. W. Floeth

  5. Department of Neuropathology, Heinrich-Heine-University, Düsseldorf, Germany

    G. Reifenberger

Authors
  1. K. J. Langen
    View author publications

    You can also search for this author in PubMed Google Scholar

  2. K. Hamacher
    View author publications

    You can also search for this author in PubMed Google Scholar

  3. D. Pauleit
    View author publications

    You can also search for this author in PubMed Google Scholar

  4. F. W. Floeth
    View author publications

    You can also search for this author in PubMed Google Scholar

  5. G. Stoffels
    View author publications

    You can also search for this author in PubMed Google Scholar

  6. D. Bauer
    View author publications

    You can also search for this author in PubMed Google Scholar

  7. G. Reifenberger
    View author publications

    You can also search for this author in PubMed Google Scholar

  8. K. Zilles
    View author publications

    You can also search for this author in PubMed Google Scholar

  9. H. H. Coenen
    View author publications

    You can also search for this author in PubMed Google Scholar

Corresponding author

Correspondence to K. J. Langen.

Rights and permissions

Reprints and permissions

About this article

Cite this article

Langen, K.J., Hamacher, K., Pauleit, D. et al. Evaluation of new 18F-labeled amino acids for brain PET. Anat Embryol 210, 455–461 (2005). https://doi.org/10.1007/s00429-005-0033-5

Download citation

  • Published:

  • Issue Date:

  • DOI: https://doi.org/10.1007/s00429-005-0033-5

Keywords

Search

Navigation