A Bioactive Fullerene Peptide

The highly hydrophobic C60 (buckminsterfullerene) was water solubilized by covalently linking the synthon 1,2-dihydro-1,2-methanofullerene [60]-61-carboxylic acid to the alpha-amino group of the hydrophilic 4-8 sequence of peptide T, known to display potent human monocyte chemotaxis. The resulting c...

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Veröffentlicht in:Journal of medicinal chemistry 1994-12, Vol.37 (26), p.4558-4562
Hauptverfasser: Toniolo, Claudio, Bianco, Alberto, Maggini, Michele, Scorrano, Gianfranco, Prato, Maurizio, Marastoni, Mauro, Tomatis, Roberto, Spisani, Susanna, Palu, Giorgio, Blair, Edward D
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Sprache:eng
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Zusammenfassung:The highly hydrophobic C60 (buckminsterfullerene) was water solubilized by covalently linking the synthon 1,2-dihydro-1,2-methanofullerene [60]-61-carboxylic acid to the alpha-amino group of the hydrophilic 4-8 sequence of peptide T, known to display potent human monocyte chemotaxis. The resulting compound, characterized by a variety of analytical techniques, including a UV spectrum in aqueous solution, exhibits remarkable chemotactic potency, comparable to that of the parent pentapeptide. Furthermore, this fullerene-peptide conjugate inhibits, albeit weakly, HIV-1 protease.
ISSN:0022-2623
1520-4804
DOI:10.1021/jm00052a015