Preclinical evaluation of 4-[18F]fluoroprolines: Diastereomeric effect on metabolism and uptake in mice

Nuclear Medicine and Biology

Volumn 26, Issue 3, 1999, Pages 259-265

  Wester, Hans Jürgen ^a   Herz, Michael ^a   Senekowitsch Schmidtke, Reingard ^a   Schwaiger, Markus ^a   Stöcklin, Gerhard ^a   Hamacher, Kurt ^b  

^a TECHNICAL UNIVERSITY OF MUNICH   (Germany)

^b FORSCHUNGSZENTRUM JÜLICH   (Germany)

Author keywords

4 Fluoroproline; F 18 Fluoroproline; Amino acids; Fluorine 18; Proline

Indexed keywords

FLUORINE 18; PROLINE; TRACER;

ANIMAL EXPERIMENT; ANIMAL MODEL; ANIMAL TISSUE; ARTICLE; CIS ISOMER; DIASTEREOISOMER; DRUG CLEARANCE; DRUG METABOLISM; DRUG SCREENING; DRUG STABILITY; DRUG STRUCTURE; DRUG UPTAKE; ISOTOPE LABELING; MOUSE; NONHUMAN; RADIOISOTOPE DISTRIBUTION; TRANS ISOMER;

ANIMALS; BONE NEOPLASMS; COLLAGEN; FLUORINE RADIOISOTOPES; HALF-LIFE; HUMANS; KIDNEY; LIVER; MICE; NEOPLASMS; NEOPLASMS, EXPERIMENTAL; OSTEOSARCOMA; PROLINE; RADIOPHARMACEUTICALS; STEREOISOMERISM; TISSUE DISTRIBUTION;

EID: 0033119039     PISSN: 09698051     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0969-8051(98)00107-3     Document Type: Article

References (18)

1. Bakerman S., Martin R.L., Burgstrahler A.W., Hayden J.W. In vivo studies with fluoroprolines. Nature. 212:1966;849-850.
2. Gerig J.T., McLeod R.S. Conformation of cis- and trans-4-fluoro-L-proline in aqueous solution. Am. Chem. Soc. 95:1973;5723-5729.
3. Gottlieb A.A., Fujita Y., Udenfriend S.D., Witkop B. Incorporation of cis- and trans-4-fluoro-L-prolines into proteins and hydroxylation of the trans isomer during collagen biosynthesis. Biochemistry. 11:1965;2507-2513.
4. 18F]fluoroproline Potential amino acid for PET measurements of procollagen and matrix protein synthesis . J. Labelled Compd. Radiopharm. 37:1995;175-178.
5. 124I-IMT and first clinical results . J. Nucl. Med. 31:1990;281-286.
6. Papas T.S., Mehler A.H. Analysis of the amino acid binding to the proline transfer ribonucleic acid synthestase of Eschericha coli. J. Biol. Chem. 245:1970;1588-1595.
7. 99mTc-Methylendiphosphonat im Osteosarkom der Maus. Nucl. Med. 19:1980;200-205.
8. Senekowitsch R., Reidel G., Möllenstädt S., Kriegel H., Papst H.-W. Curative radioimmunotherapy of human mammary carcinoma xenografts with iodine-131-labeled monoclonal antibodies. J. Nucl. Med. 30:1989;531-537.
9. Senekowitsch-Schmidtke R., Steiner K., Haunschild J., Möllenstädt S., Truckenbrodt R. In vivo evaluation of epidermal growth factor (EGF) receptor density on human tumor xenografts using radiolabeled EGF and anti-(EGF receptor) mAb 425. Cancer Immunol. Immunother. 42:1996;108-114.
10. Takeuchi P., Prockop D.J. Biosynthesis of abnormal collagen with amino acid analogs. I. Incorporation of L-azetidine-2-carboxylic acid and cis-4-fluoro-L-proline into procollagen and collagen. Biochem. Biophys. Acta. 175:1969;142-155.
11. Takeuchi P., Rosenbloom J., Prockop D.J. Biosynthesis of abnormal collagen with amino acid analogs. II. Inability of cartilage cells to extrude collagen polypeptides containing L-azetidine-2-carboxylic acid or cis-4-fluoro-L-proline. Biochem. Biophys. Acta. 175:1969;156-164.
12. Uitto J., Dehm P., Prockop D.J. Incorporation of cis-hydroxyproline into collagen by tendon cells. Failure of the intracellular collagen to assume a triple helical conformation. Biochem. Biophys. Acta. 278:1972;601-605.
13. Uitto J., Prockop D.J. Incorporation of proline analogs into collagen polypeptides Effect on the production of extracellular procollagen and the stability of the triple helical structure of the molecule . Biochem. Biophys. Acta. 336:1974;234-251.
14. Uitto J., Prockop D.J. Inhibition of collagen accumulation by proline analogues The mechanism of their action . Popper H., Becker K. Collagen Metabolism in the Liver. 1975;139-148 Stratton Intercontinental Medical Book Corp, New York.
15. Uitto J., Prockop D.J. Incorporation of proline analogs into procollagen. Arch. Biochem. Biophys. 181:1977;293-299.
16. van der Ley M. [F-18]Fluorine labelled amino acids. J. Labelled Compd. Radiopharm. 20:1982;453-461.
17. 18F]fluoro-ethyl)-(L)-tyrosine (FET) A potential PET tracer for amino acid transport . [abstract] J. Nucl. Med. 38:1997;175P.
18. 18F] fluoroethyl)-l-Tyrosine for tumor imaging. J. Nucl. Med. 40:1999;205-212.