Reagents for bioorganic synthesis. 6. The design and synthesis of two 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-chloroeth yl)propenamide] (SBCCP) (1) and 2,2'-sulfonylbis[3-(carboxymethylamino)-(E,E)-N-(2-oxoeth yl)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.
Bertha
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Department of Chemistry and Biochemistry, University of Maryland, Baltimore 21228.
Hosmane
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Zhang
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Hosmane
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D000447:Aldehydes / Q000138:chemical synthesis; D003432:Cross-Linking Reagents / Q000138:chemical synthesis*; D018360:Crystallography, X-Ray; D015195:Drug Design; D006454:Hemoglobins / Q000737:chemistry*; D007202:Indicators and Reagents; D046911:Macromolecular Substances; D008958:Models, Molecular; D008968:Molecular Conformation; D015394:Molecular Structure; D013450:Sulfones / Q000138:chemical synthesis
C092907:2,2'-sulfonylbis(3-(carboxymethylamino)-N-(2-chloroethyl)propenamide); C092908:2,2'-sulfonylbis(3--(carboxymethylamino)-N-(2-oxoethyl)propenamide); D000447:Aldehydes; D003432:Cross-Linking Reagents; D006454:Hemoglobins; D007202:Indicators and Reagents; D046911:Macromolecular Substances; D013450:Sulfones