Section 9
Chapter 8,061

A novel method for chemical modification of functional groups other than a carboxyl group in proteins by N-ethyl-5-phenylisooxazolium-3'-sulfonate (Woodward's reagent-K) : inhibition of ADP-induced platelet responses involves covalent modification of aggregin, an ADP receptor

Puri, R.N.; Colman, R.W.

Analytical Biochemistry 240(2): 251-261


ISSN/ISBN: 0003-2697
PMID: 8811919
DOI: 10.1006/abio.1996.0355
Accession: 008060472

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The chemical reaction of N-ethyl-5-phenylisooxazolium-3'-sulfonate (Woodward's Reagent-K, WR-K) with a carboxyl group yields an enol ester that cannot be reduced by sodium borohydride in an aqueous solution, while other nucleophiles such as sulfhydryl, hydroxyl, amino, and imidazole groups, react with WR-K to yield unsaturated ketones that are capable of being reduced by sodium borohydride in an aqueous medium.

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