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US5116599A Expired / Lapsed US ⏱️ 0.0 years remaining

Perfluoro-t-butyl-containing compounds for use in fluorine-19 nmr and/or mri

Assignee: Towson State University
•
Filing: 1989-07-31
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Granted: 1992-05-26
•
Expires: 2009-07-31
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Abstract

Abstract Accordingly, the present invention is directed to biological compounds derivatized so as to contain at least one perfluoro-t-butyl moiety for use in fluorine-19 NMR and/or MRI studies. The perfluoro-t-butyl (PFTB) moiety, ##STR1## is an excellent reporter group for fluorine-19 NMR/MRI. It is a source of nine magnetically equivalent fluorine nuclei which generate a single intense resonance for easy detection in spectroscopy or imaging. This signal is a sharp singlet, not split by neighboring nuclei or spread over a wide frequency range and eliminates any chance of ghost images which might arise from multiple resonances. These spectral properties ensure a maximum signal-to-noise ratio (S/N) for readily detecting this moiety. The foregoing allows either reduction in the concentration of the derivatized compound, ability to use MRI instruments with lower field strengths, a reduction in imaging times, or a combination of the foregoing as a result of this moiety producing a single, sharp, intense resonance.

Inventors

  • 👤 Walter J. Rogers, Jr.
  • 👤 Thomas S. Everett

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-10-24 15:15
CPC Classifications
A; A61; A61K; A61K49/00; A61K49/06; Y; Y10; Y10S; Y10S436/00; Y10S436/806; Y10T; Y10T436/00; Y10T436/24

Claims Analysis

Total Claims: 9
Claim 1
Independent Claim 45 words
A composition for use in NMR imaging and spectroscopy, said composition comprising: a derivatized biological compound, wherein said derivatized biological compound is a biologically active host molecule derivatized so as to contain at least one perfluoro-t-butyl moiety, and a carrier for said derivatized biological compound.
Claim 2
Dependent Claim 45 words
A composition for use in NMR imaging and spectroscopy, said composition comprising: a derivatized biological compound, wherein said derivatized biological compound is a biologically active host molecule derivatized so as to contain at least one perfluoro-t-butyl moiety, and a carrier for said derivatized biological compound.
Claim 3
Dependent Claim 52 words
The composition of claim 1, wherein said biologically active host molecule is derivatized by the process comprising incorporating onto said biological active host molecule a leaving group selected from the group consisting of halides and sulfonyls, and then reacting the product thereof with perfluoroisobutylene in the presence of a fluoride ion source.
Claim 4
Dependent Claim 13 words
The composition of claim 1, wherein said host molecule is a sugar compound.
Claim 5
Dependent Claim 26 words
The composition of claim 3, wherein said sugar compound is a compound selected from the group consisting of sugars, sugar acids, sugar alcohols and deoxy sugars.
Claim 6
Independent Claim 75 words
A method of NMR imaging or spectroscopy comprising administering to a subject a composition comprising a derivatized host compound and a carrier for said derivatized host compound, wherein said derivatized host compound is a host compound derivatized so as to contain at least one perfluoro-t-butyl moiety, each of said at least one perfluoro-t-butyl moiety having nine (9) magnetically equivalent fluorine nuclei which generate a single, intense resonance for easy detection in said imaging or spectroscopy.
Claim 7
Independent Claim 75 words
A method of NMR imaging or spectroscopy comprising administering to a subject a composition comprising a derivatized host compound and a carrier for said derivatized host compound, wherein said derivatized host compound is a host compound derivatized so as to contain at least one perfluoro-t-butyl moiety, each of said at least one perfluoro-t-butyl moiety having nine (9) magnetically equivalent fluorine nuclei which generate a single, intense resonance for easy detection in said imaging or spectroscopy.
Claim 8
Dependent Claim 13 words
The method of claim 5, wherein said host compound is a sugar compound.
Claim 9
Dependent Claim 26 words
The method of claim 6, wherein said sugar compound is a compound selected from the group consisting of sugars, sugar acids, sugar alcohols and deoxy sugars.

References Cited (Backward Citations)

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USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1995-05-26 1995-11-25 1996-05-26 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1999-05-26 1999-11-25 2000-05-26 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 2003-05-26 2003-11-25 2004-05-26 $7700.00 Window Closed / Lapsed

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