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Reactivity and oxidative potential of fructose and glucose in enkephalin-sugar model systems

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Summary.

The reactions of Leu- and Met-enkephalin (Tyr-Gly-Gly-Phe-Leu/Met) with fructose resulted in the parallel formation of Heyns compounds (N-peptidyl-d-mannosamine and -d-glucosamine) and sugar-peptide generated imidazolidinone diastereomers. Glucose showed higher level of reactivity than fructose with respect to the extent of glycated product formation. The presence of fructose in the incubation mixtures makes Met residue more susceptible to oxidation than glucose.

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Authors and Affiliations

  1. Division of Organic Chemistry and Biochemistry, Ruđer Bošković Institute, Zagreb, Croatia

    A. Jakas & Š. Horvat

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  1. A. Jakas
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  2. Š. Horvat
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Authors’ address: Dr. Štefica Horvat, Division of Organic Chemistry and Biochemistry, Ruđer Bošković Institute, POB 180, 10002 Zagreb, Croatia

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Jakas, A., Horvat, Š. Reactivity and oxidative potential of fructose and glucose in enkephalin-sugar model systems. Amino Acids 34, 329–332 (2008). https://doi.org/10.1007/s00726-006-0488-6

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  • DOI: https://doi.org/10.1007/s00726-006-0488-6

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