REAGENTS FOR BIOORGANIC SYNTHESIS .6. THE DESIGN AND SYNTHESIS OF 2 NOVEL POLYFUNCTIONAL ORGANIC-REAGENTS FOR BIOMACROMOLECULAR MODIFICATION

The design, synthesis, structure, and properties of two tetrafunctional organic reagents, namely, 2,2'-sulfonylbis[3-(carboxymethylamino)-(E,E)-N-(2-chloroethyl)propenamide] (SBCCP) (1) and 2,2'-sulfonylbis[3-(carboxymethylamino)-(E,E)-N-(2-oxoethyl)propenamide] (SBCOP) (2) are reported. Reagents 1 and 2 contain reactive bis(alkyl halide) and bis(aldehyde) functions, respectively, as well as bis(carboxylic acid) moieties. The reagents have potential applications for biomacromolecular cross-linking, in particular for the cross-linking of hemoglobin subunits. Single-crystal X-ray diffraction data of synthetic intermediates (4,5, and 12) provided information about structural features and tether lengths of the target reagents.