Synthesis of water-soluble, nonimmunogenic polyamide cross-linking agents.
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 alpha,omega-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.
Hai
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TT
Hemoglobin Therapeutics Division, Baxter Healthcare Corp., 25212 West State Route 120, Round Lake, Illinois 60073, USA.
Pereira
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DE
Nelson
D J
DJ
D002850:Chromatography, Gel; D003432:Cross-Linking Reagents / Q000138:chemical synthesis*; D003902:Detergents / Q000737:chemistry; D006454:Hemoglobins / Q000737:chemistry; D009682:Magnetic Resonance Spectroscopy; D009757:Nylons / Q000737:chemistry; D011489:Protein Denaturation; D011506:Proteins / Q000737:chemistry*; D012995:Solubility; D009626:Terminology as Topic
D003432:Cross-Linking Reagents; D003902:Detergents; D006454:Hemoglobins; D009757:Nylons; D011506:Proteins