Methods are described for conjugating radioiodinated peptides or
carbohydrate structures to proteins with improved yields and qualities of conjugates. In one method, specially designed radioiodinated
bifunctional peptides containing nonmetabolizable
amide bonds are coupled to antibodies. In a second method, radioiodinated nonmetabolizable
bifunctional peptides, which also contain aminopolycarboxylates, are coupled to antibodies. In a third method, radioiodinated
bifunctional aminopolycarboxylates are coupled to antibodies. In a fourth method, a
hydrazide-appended
antibody is coupled to a radioiodinated
carbohydrate or a thiolated
antibody is coupled to a
hydrazide-appended and radioiodinated
carbohydrate. In a fifth method a monoderivatized
cyanuric chloride is used to conjugate thiolated
antibody. Radioiodinated residualizing antibody conjugates made by these methods are particularly stable
in vivo and are suitable for radioimmunodetection and
radioimmunotherapy.