Biradical polarizing agents for dynamic nuclear polarization

Chemistry: analytical and immunological testing – Nuclear magnetic resonance – electron spin resonance or other...

Reexamination Certificate

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C514S332000, C546S116000, C546S188000, C546S193000, C548S519000, C548S542000

Reexamination Certificate

active

07985594

ABSTRACT:
The present invention provides methods for performing dynamic nuclear polarization using biradicals with a structure of formula (I) as described herein. In general, the methods involve (a) providing a frozen sample in a magnetic field, wherein the frozen sample includes a biradical of formula (I) and an analyte with at least one spin half nucleus; (b) polarizing the at least one spin half nucleus of the analyte by irradiating the frozen sample with radiation having a frequency that excites electron spin transitions in the biradical; (c) optionally melting the sample to produce a molten sample; and (d) detecting nuclear spin transitions in the at least one spin half nucleus of the analyte in the frozen or molten sample. The present invention also provides biradicals with a structure of formula (I) with the proviso that Q1and Q2are different when X1and X2are —O—. The present invention also provides methods for making biradicals with a structure of formula (IA) as described herein.

REFERENCES:
patent: 4521732 (1985-06-01), Pegg et al.
patent: 4682107 (1987-07-01), Bendall et al.
patent: 5085748 (1992-02-01), Yamasaki et al.
patent: 5145893 (1992-09-01), Galbo et al.
patent: 5435991 (1995-07-01), Golman et al.
patent: 6278893 (2001-08-01), Ardenkjaer-Larson et al.
patent: 6311086 (2001-10-01), Ardenkjaer-Larsen et al.
patent: 6455542 (2002-09-01), Anggard et al.
patent: 6515260 (2003-02-01), Anderson
patent: 7102354 (2006-09-01), Ardenkjaer-Larsen et al.
patent: 7351402 (2008-04-01), Griffin et al.
patent: 2002/0029586 (2002-03-01), Driehuys
patent: 2002/0058869 (2002-05-01), Axelsson et al.
patent: 2002/0107439 (2002-08-01), Hersman et al.
patent: 2004/0049108 (2004-03-01), Ardenkjaer-Larsen et al.
patent: WO-9639367 (1996-12-01), None
patent: WO-2007134160 (2007-11-01), None
patent: WO-2008048714 (2008-04-01), None
Kopf, P. W. et al, Journal of the American Chemical Society 1970, 92, 4531-4535.
Luckhurst, G. R. et al, Journal of the American Chemical Society 1970, 92, 4738-4739.
Chachaty, C. et al, Magnetic Resonance in Chemistry 1995, 33, S174-S177.
Bosman, A. W. et al, Macromolecules 1997, 30, 3606-3611.
Martin, R. E. et al, Angewandte Chemie International Edition 1998, 37, 2834-2837.
Vostrikova K. E. et al, European Journal of Inorganic Chemistry 1999, 1181-1187.
Afeworki, M.; McKay, R. A.; Schaefer, J. Macromolecules 1992, 25, 4084-4091.
Afeworki, M.; Schaefer, J. Macromolecules 1992, 25, 4092-4096.
Afeworki, M.; Schaefer, J. Macromolecules 1992, 25, 4097-4099.
Afeworki, M.; Vega, S.; Schaefer, J. Macromolecules 1992, 25, 4100-4106.
Ardenkjaer-Larsen, J. H.; Fridlund, B.; Gram, A.; Hansson, G.; Hansson, L.; Lerche, M. H.; Servin, R.; Thaning, M.; Golman, K. Proc. Natl. Acad. Sci. U.S.A. 2003, 100, 10158-10163.
Bagryanskaya et al., Russian Chemical Reviews, 69:925-45 (2000).
Bajaj, V. S.; Farrar, C. T.; Mastovsky, I.; Vieregg, J.; Bryant, J.; Elena, B.; Kreischer, K. E.; Temkin, R. J.; Griffin R. G. J. Magn. Reson. 2003, 160, 85 90.
Bajaj, V. S.; Mak, M.; Hornstein, M. K.; Belenky, M.; Herzfeld, J.; Temkin, R. J.; Griffin, R. G. Biophys. J. 2005, 88, 203A-203A. (abstract only).
Becerra, L. R.; Gerfen, G. J.; Temkin, R. J.; Singel, D. J.; Griffin, R. G. Phys. Rev. Lett. 1993, 71, 3561-3564.
Farrar et al., “Mechanism of Dynamic Nuclear Polarization in High magnetic Fields,” Journal of Chemical Physics 2001, 114(11):4922-4933.
Farrar, C.T.; Hall, D.A.; Gerfen, G. J.; Rosay, M.; Ardenkjaer-Larsen, J. H.; Griffin, R. G. J. Magn. Reson. 2000, 144, 134-141.
Ferguson, D. B.; Krawietz, T. R.; Haw, J. F. J. Magn. Reson. Ser. A 1994, 109, 273-275.
Ferguson, D.B.; Haw, J. F. Anal. Chem. 1995, 67, 3342-3348.
Franks, W. T.; Zhou, D. H.; Wylie, B. J.; Money, B. G.; Graesser, D. T.; Frericks, H. L.; Sahota, G.; Rienstra, C. M. J. Am. Chem. Soc. 2005, 127, 12291-12305.
Gagnaire et al., “Regulation by Potassium Ions of Spin Exchange and Dipolar Splitting in Biradical. A Simple Allosteric System,” Tetrohedron Letters 1989, 3047):6507-6510.
Gerfen, G. J.; Becerra, L. R.; Hall, D. A.; Griffin, R. G.: Temkin, R. J.; Singel, D. J. J. Chem. Phys. 1995, 102, 9494-9497.
Hall, D. A.; Maus, D. C.; Gerfen, G. J.; Inati, S. J.; Becerra, L. R.; Dahlquist, F. W.; Griffin, R. G. Science 1997, 276,930-932.
Henstra, “High Dynamic Nuclear Polarization at Room Temperature,” Chemical Physics Letters 1990, 165(1):6-10.
Hu, K.-N.; Song, C.; Swager, T. M.; Griffin, R. G. J. Chem. Phys. 2008, 128, 052302.
Hu, K.-N.; Yu, H.-h.; Swager, T. M.; Griffin, R. G. J. Am. Chem. Soc. 2004, 126, 10844-10845.
Igumenova, T. I.; McDermott, A. E.; Zilm, K. W.; Martin, R. W.; Paulson, E. K.; Wand, A. J. J. Am. Chem. Soc. 2004, 126, 6720-6727.
Kirste et al., J. Am. Chem. Soc. 1982, 104:3850-58.
Mak, M. L.; Bajaj, V. S.; Hornstein, M. K.; Belenky, M.; Temkin, R. J.; Griffin, R. G.; Herzfeld, J. Biophys. J. 2005, 88, 506A-506A. (abstract only).
Martin, R. W.; Zilm, K. W. J. Magn. Reson. 2003, 165, 162-174.
Nelson, R.; Sawaya, M. R.; Balbirnie, M.; Madsen, A. O.; Riekel, C.; Grothe, R.; Eisenberg, D. Nature 2005, 435, 773-778.
Reddy, T. J.; Iwama, T.; Halpern, H. J.; Rawal, V. H. J. Org. Chem. 2002, 67, 4635-4639.
Rosay et al., “High Frequency Dynamic Nuclear Polarization in MAS Spectra of membrane and Soluble Proteins,” J. Americ. Chem. Soc. 2003, 125:13626-27.
Rosay, M.; Zeri, A. C.; Astrof, N. S.; Opella, S. J.; Herzfeld, J.; Griffin, R. G., J. Am. Chem. Soc. 2001, 123, 1010-1011.
Rosay et al., “Two-Dimensional13C-13C Spectroscopy with Magic Angle Spinning and Dynamic Nuclear Polarization,” J. Am. Chem. Soc. 2002, 124, 3214-3215.
Singel, D. J.; Seidel, H.; Kendrick, R. D.; Yannoni, C. S. J. Magn. Reson. 1989, 81, 145-161.
Song et al., “TOTAPOL: A Bioradical Polarizing Agent for Dynamic Nuclear Polarization Experiments in Aqueous Media,” JACS Aug. 16, 2006, vol. 128, No. 35, pp. 11385-11390.
Turro et al., “An Electron Spin Polarization Study of the Interaction of Photoexcited Triplet Molecules with Mono- and Polynitroxyl Stable Free Radicals,” J. Phys. Chem. 1993, 97:1138-1146.
Van Den Heuvel, “Transient Oscillations in Pulsed Dynamic Nuclear Polarization,” Chemnical Physics Letters 1992, 188(3-4):194-200.
Van Der Wel, P.; Hu, K.-N.; Lewandowski, J.; Griffin, R. G., Dynamic Polarization of Amyloidogenic Peptide Nancrystals: GNNQQNY A Core Segement of the Yeast Prion Protein, Sup 35p., J. of American Chemical Soc. 2006, vol. 128, pp. 10840-10846.

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