title: Photoreactive 111In-cyclodextrin inclusion complex: a new heterobifunctional reagent for antibody labeling.
abstract: The compound of interest, N-5-azido-2-nitrobenzoylaminomethyl-111In-acetylacetone-alpha-cycl odextrin (CD) (V) was synthesized by the selective tosylation of alpha-CD to form 6-tosyl-6-deoxy-CD, which was then reacted with NaN3 to form 6-azido-6-deoxy-CD (II). This was followed by catalytic hydrogenation to yield III. Compound III and 111In-acetylacetone were mixed to form an inclusion complex, which was then reacted with N-5-azido-2-nitrobenzoyloxysuccinimide to yield compound V. Anti-melanoma MAbTP41.2 was added to compound V, followed by immediate photoreactivation labeling by u.v. light at 320 nm. The final product VI was purified from a Sephadex G-50 column. 111In-DTPA-MAbTP41.2 was also prepared as a control. Immunoreactivity via the cell-binding assay of VI was 87%, compared with 57% by the BADTPA method. Biodistribution in non-tumor rats yielded a liver concentration in %ID/g of 3.5, 1.7 and 1.0 for compound VI, compared to the 5.5, 5.2 and 3.1 for the BADTPA compound, at 4, 24 and 48 h post-injection, respectively.
authors.affiliation: Department of Radiology, Columbia University, New York, NY 10032.
authors.forename: T S
authors.initials: TS
authors.lastname: Wang
authors.forename: R A
authors.initials: RA
authors.lastname: Fawwaz
authors.forename: R L
authors.initials: RL
authors.lastname: Van Heertum
mesh_terms: D000345:Affinity Labels; D000818:Animals; D000911:Antibodies, Monoclonal; D003505:Cyclodextrins / Q000138:chemical synthesis* / Q000378:metabolism; D004355:Drug Stability; D007205:Indium Radioisotopes; D051381:Rats; D011917:Rats, Inbred Lew
chemical_list: D000345:Affinity Labels; D000911:Antibodies, Monoclonal; D003505:Cyclodextrins; D007205:Indium Radioisotopes