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POLYFLUOROALKYL SUGAR REAGENTS FOR IMMOBILIZATION OF PROTEINS

B. E. Smarta, R. Kobosa, R. Arentzena, W. B. Farnhama, and P. K. Jadhavb

a. Du Pont Central Research and Development, Experimental Station, P. 0. Box 80328, Wilmington, DE 19880-0328

b. Du Pont Merck Pharmaceutical Company, Wilmington, DE 19898 (USA).

A new class of fluorocarbon affinity resins for the separation and purification of

immunoglobulins, antibodies, and other biomolecules has been introduced by

Du Pont under the trade name Per-flex@. The discovery that proteins fluoroalkylated

by nCsF17CHaCHaCH2NCO bind strongly to fluorocarbon surfaces underlies this

technology. The resins work well with proteins, but enzymes invariably lose activity

when adsorbed. Moreover, their use is restricted to aqueous media since organic

solvents wash the fluoroalkylated proteins off the support. Tetra-, penta-, and

hexa(polyfluoroalkyl) sugar reagents (1, 2, 3 R = CO(CH&,(CF2)nCFs) that

overcome these limitations have been synthesized. Their preparation, model

binding studies, and use in immobilizing chymotripsin and protein A on Teflon@ will

be discussed.

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