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Synthesis of Water-Soluble, Nonimmunogenic Polyamide Cross-Linking Agents

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journal contribution
posted on 24.10.1998, 00:00 by Ton That Hai, David E. Pereira, Deanna J. Nelson
Novel polyamides were developed that can be used as cross-linking agents for proteins such as hemoglobin. Water-soluble, nonimmunogenic polyamides containing oxygen and sulfur atoms in the backbone were prepared by the polycondensation of the diacids bis(carboxymethyloxyacetyl)-1,4-diaminobutane (1a) or 3,3‘-thiodipropionic acid (1b) with diethylene glycol bis(3-aminopropyl) ether (2). The resulting α,ω-diacids were converted to the corresponding activated esters using any of a variety of carboxylic acid activating reagents including the novel reagent diphenyl(1-methylimidazol-2-thiyl)phosphonate (9). The resulting polyamides could be activated with a broad spectrum of groups that allow for the cross-linking and surface modification of proteins.