Efficient CuAAC click formation of functional hemoglobin bis-tetramers.
A cross-linked hemoglobin bis-tetramer with oxygenation properties appropriate for a red cell substitute is produced by CuAAC conjugation of a dialkyne and two equivalents of an azide of β,β-cross-linked hemoglobin. The latter is formed efficiently by the aminolysis of the 3,5-dibromosalicylate ester of the β-82-β'-82-bis trimesyl amide of human hemoglobin A with (4-aminomethyl)benzyl azide.
Yang
Ying
Y
Davenport Laboratories, Department of Chemistry, University of Toronto, Toronto, Ontario M5S 3H6, Canada.
Kluger
Ronald
R
D000480:Alkynes / Q000737:chemistry; D001386:Azides / Q000737:chemistry; D001802:Blood Substitutes / Q000737:chemistry* / Q000378:metabolism*; D002384:Catalysis; D003300:Copper / Q000737:chemistry*; D003432:Cross-Linking Reagents / Q000737:chemistry; D006441:Hemoglobin A / Q000737:chemistry / Q000378:metabolism; D006801:Humans; D010100:Oxygen / Q000378:metabolism*; D055503:Protein Multimerization
D000480:Alkynes; D001386:Azides; D001802:Blood Substitutes; D003432:Cross-Linking Reagents; D003300:Copper; D006441:Hemoglobin A; D010100:Oxygen