6-Fluoropyridoxal polymer conjugates: Novel 19F pH indicators for magnetic resonance spectroscopy

Bioconjugate Chemistry

Volumn 7, Issue 5, 1996, Pages 536-540

  Mehta, Vimal D ^a,b   Sivasubramanian, Aravind ^a   Kulkarni, Padmakar V ^a   Mason, Ralph P ^a   Antich, Peter P ^a  

^a UNIVERSITY OF TEXAS SOUTHWESTERN MEDICAL CENTER   (United States)

^b CURAGEN CORPORATION   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

MACROMOLECULES; MAGNETIC RESONANCE; MAGNETIC RESONANCE SPECTROSCOPY; PH; PROBES; TISSUE;

CARRIER MOLECULES; IMAGING APPLICATIONS; MACROMOLECULAR PROBES; PH INDICATORS; POLYAMINO; POLYLYSINE; POLYMER CONJUGATE; REDUCTIVE ALKYLATION; SPECTROSCOPY APPLICATIONS; SYNTHESISED;

PH SENSORS;

EID: 0030250414     PISSN: 10431802     EISSN: None     Source Type: Journal    
DOI: 10.1021/bc9600527     Document Type: Article

References (27)

1. Nuccitelli, R. (1982) Intracellular pH: Its measurement, regulation and utilization in cellular function (R. Nuccitelli and D. W. Deamer, Eds.) p 161, Liss, New York.
2. Roos, A., and Boron, W. P. (1981) Intracellular pH. Physiol. Rev. 61, 296.
3. Kearfott, K. J., and Junck, L. (1983) C-11 Dimethyloxazolidinedione (DMO): biodistribution, radiation absorbed dose, and potential for PET measurement of regional brain pH: concise communication. J. Nucl. Med. 24, 805.
4. 31P magnetic resonance. J. Biol. Chem. 248, 7276.
5. Robitaille, P. M. L., Robitaille, P. A., Brown, G. G. J., and Brown, G. G. (1991) An analysis of the pH-dependent chemical-shift behavior of phosphorous-containing metabolites. J. Magn. Reson. 92, 73.
6. 1H spin echo NMR. FEBS Lett. 82, 12.
7. 1H NMR probes for intracellular pH. Biomed. Chem. Lett. 2, 1717.
8. 13C-NMR spectroscopy. Am. J. Physiol. 264, C755.
9. 31P-MRS measurements of extracellular pH of tumors using 3-aminopropylphosphonate. Am. J. Physiol. 267, C195.
10. Deutsch, C. J., and Taylor, J. (1987) NMR spectroscopy of cells and organism (R. Gupta, Ed.) p 55, CRC Press, Boca Raton, FL.
11. 19F pH indicators: fluoroanilines. Biophys. J. 55, 799.
12. Frenzel, T., Kobler, S., Bauer, H., Niedballa, U., and Weinmann, H. J. (1994) Noninvasive in vivo pH measurements using a fluorinated pH probe and fluorine-19 magnetic resonance spectroscopy. Invest. Radiol. 29, S220.
13. Rhee, C. K., Levy, L. A., and London, R. E. (1995) Fluorinated o-aminophenol derivatives for measurement of intracellular pH. Bioconjugate Chem. 6, 77.
14. 19F-NMR study of primary human T lymphocyte activation: effects of mitogen on intracellular pH. Am. J. Physiol. 266, C541.
15. 19F NMR spectroscopy. FEBS Lett. 349, 234.
16. 19F magnetic resonance imaging; synthesis and characterization of fluorinated polymers. Biomed. Chem. Lett. 2, 527.
17. Mehta, V. D., Kulkarni, P. V., Mason, R. P., and Antich, P. P. (1993) Fluorinated macromolecular probes for non-invasive assessment of pH by magnetic resonance spectroscopy. Biomed. Chem. Lett. 3, 187.
18. 19F magnetic resonance imaging and spectroscopy agents. Bioconjugate Chem. 5, 257.
19. 19F MR characterization of fluorinated proteins and relaxation rateenhancement with Gd-DTPA for faster imaging, Proceedings of the International Symposium on Chemists View of Imaging Centers, p 305, Plenum Press, New York.
20. 19F NMR. Proceedings, Third Meeting of the Society of Magnetic Resonance, Nice, France, Vol. 3, p 1933.
21. Maeda, H., Seymour, L. W., and Miyamoto, Y. (1992) Conjugates of anticancer agents and polymers: advantages of macromolecular therapeutics in vivo. Bioconjugate Chem. 3, 351.
22. Sezaki, H., and Hashida, M. (1984) CRC Crit. Rev. Ther. Drug Carrier Syst. 1, 1.
23. Sinn, H., Schrenk, H. H., Friedrich, E. A., Schilling, U., and Maier-Borst, W. (1990) Design compounds having an enhanced tumor uptake, using serum albumin as a carrier. Part I. Nucl. Med. Biol. 17, 819.
24. Ogan, M. D., Schmiedl, U., Moseley, M. E., Grodd, W., Paajanen, H., and Brasch, R. C. (1987) Albumin labeled with Gd-DTPA an intravascular contrast-enhancing agent for magnetic resonance blood pool imaging: preparation and characterization. Invest. Radiol. 22, 665.
25. Weissleder, R., Lee, A. S., and Fischman, A. J. (1991) Polyclonal humanimmunoglobulin G labeled with polymeric iron oxide: antibody MR imaging. Radiology 181, 245.
26. Thiebaut, F., Currier, S. J., Whitaker, J., Haughland, R. P., Gottesman, M. M., Pastan, I., and Willingham, M. C. (1990) Activity of the multidrug transporter results in alkalinization of the cytosol: measurement of cytosolic pH by microinjection of a pH-sensitive dye. J. Histochem. Cytochem. 38, 685.
27. 6 analogs. J. Med. Chem. 16, 638.