Fluorination of proteins and peptides for F-18 positron emission tomography
AssigneeImmunomedics, Inc.
InventorGary L. Griffiths
Life of this patent
Estimating the term…
Abstract
Thiol-containing peptides can be radiolabeled with fluorine-18 (18F) by reacting a peptide comprising a free thiol group with an 18F-bound labelling reagent which also has a group that is reactive with thiols. The resulting 18F-labeled peptides may be targeted to a tissue of interest using bispecific antibodies or bispecific antibody fragments having one arm specific for the 18F-labeled peptide or a low molecular weight hapten conjugated to the 18F-labeled peptide, and another arm specific to the targeted tissue. The targeted tissue is subsequently visualized by clinical positron emission tomography.
Claims5
A method for radiolabeling thiol-containing peptides with fluorine-18 (18F), comprising reacting a peptide comprising a free thiol group with a labelling reagent having the general formula 18F-(CH2)m—CR1R2—(CH2)n—X, wherein:
- n is 0, 1 or 2;
- m is 0, 1 or 2;
- and n+m is 0, 1, or 2;
- X is selected from the group consisting of iodide, bromide, chloride, azide, tosylate, mesylate, nosylate, triflate, unsubstituted maleimide, maleimide substituted with one or two alkyl groups, and 3-sulfo-maleimide;
- and
- R1 and R2 are the same or different and are selected from the group consisting of iodide, bromide, chloride, azide, tosylate, mesylate, nosylate, triflate, hydrogen, —CONH2, carboxyl, hydroxyl, sulfonic acid, tertiary amine, quaternary ammoniumun, unsubstituted alkyl, substituted alkyl, —COOR′, —CONR′2or COR′, wherein the substituents of the substituted alkyl groups are selected from the group consisting of —CONH2, carboxyl, hydroxyl, sulfonic acid, tertiary amine and quaternary ammonium and wherein R′ is a C1-C6 alkyl or phenyl.
Dependencies are inferred from the claim text.