Labeling proteins with fluorine-18 using N-succinimidyl 4-[18F]fluorobenzoate

Attina, 1983, Labeled aryl fluorides from the nucleophilic displacement of activated nitro groups by 18F-F−, J. Labelled Cmpd. Radiopharm., 20, 501, 10.1002/jlcr.2580200408 Burton, 1975, Cleavage of Carboxylic acid esters to acid chlorides with dichlorotriphenylphosphorane, J. Org. Chem., 40, 3026, 10.1021/jo00909a005 Carasquillo, 1990, Radioimmunoscintigraphy with polyclonal and monoclonal antibodies, 169 Carrel, 1980, Common human melanoma-associated antigen(s) detected by monoclonal antibodies, Cancer Res., 40, 2523 Colapinto, 1988, Comparative localization of murine monoclonal antibody Mel-14 F(ab′)2 fragment and whole IgG2a in human glioma zenografts, Cancer Res., 48, 5701 Garg, 1991, Fluorine-18 labeling of monoclonal antibodies and fragments with preservation of immunoreactivity, Bioconj. Chem., 2, 44, 10.1021/bc00007a008 Garg, 1989, Synthesis of radioiodinated N-succinimidyl iodobenzoate: optimization for use in antibody labelling, Appl. Radiat. Isot., 40, 485, 10.1016/0883-2889(89)90131-7 Garg, 1989, Labeling proteins using aryl iodide acylation agents: influence of meta vs para substitution on in vivo stability, Nucl. Med. Biol., 16, 669 Haka, 1989, Aryltrimethylammonium trifluoromethanesulfonates as precursors to aryl [18F]fluorides: improved synthesis of [18F]GBR-13119, J. Labelled Cmpd. Radiopharm., 27, 823, 10.1002/jlcr.2580270711 Kilbourn, 1987, Fluorine-18 labeling of proteins, J. Nucl. Med., 28, 462 Lemaire, 1987, A new route for the synthesis of 18F-fluoroaromatic substituted amino acids such as p-fluorophenylalanine, Appl. Radiat. Isot., 38, 1033, 10.1016/0883-2889(87)90066-9 Liotta, 1974, The chemistry of “naked” anions. I. Reactions of the 18-Crown-6 complex of potassium fluoride with organic substrates in aprotic organic solvents, J. Am. Chem. Soc., 96, 2250, 10.1021/ja00814a044 Müller-Platz, 1982, 18F-fluoroacetate: an agent for introducing no-carrier-added fluorine-18 into urokinase without loss of biological activity, J. Labelled Cmpd. Radiopharm., 19, 1645 Remington, 1985, 135 Schuster, 1991, Improved therapeutic efficacy of a monoclonal antibody radioiodinated using N-succinimidyl-3-(tri-n-butylstannyl)benzoate (ATE), Cancer Res., 51, 4164 Shiue, 1988, Synthesis of 18F-labeled N-(p-[18F]fluorophenyl)maleimide and its derivatives for labelling monoclonal antibody with 18F, J. Labelled Cmpd. Radiopharm., 26, 287, 10.1002/jlcr.25802601127 Vaidyanathan, 1990, Protein radiohalogenation: observations on the design of N-succinimidyl ester acylation agents, Bioconj. Chem., 1, 269, 10.1021/bc00004a007 Welch, 1988, Potential labeling of monoclonal antibodies with positron emitters, 261 Wieland, 1986, Efficient small-volume O-18 water targets for producing F-18 fluoride with low energy protons, J. Labelled Cmpd. Radiopharm., 23, 1202 Wilbur, 1989, Development of a stable radioiodinating reagent to label monoclonal antibodies for radiotherapy of cancer, J. Nucl. Med., 30, 216 Zalutsky, 1987, A method for the radiohalogenation of proteins resulting in decreased thyroid uptake of radioiodine, Appl. Radiat. Isot., 38, 1051, 10.1016/0883-2889(87)90069-4 Zalutsky, 1989, Enhanced tumor localization and in vivo stability of a monoclonal antibody radioiodinated using N-succinimidyl 3-(tri-n-butylstannyl)benzoate, Cancer Res., 49, 5543 Zalutsky, 1989, Labeling monoclonal antibodies and F(ab′)2 fragments with the α-particle-emitting nuclide astatine-211: preservation of immunoreactivity and in vivo localizing capacity, 86, 7149