A novel [60]fullerene amino acid for use in solid-phase peptide synthesis.
[see structure]. A fullerene derivative containing a free amino group has been condensed with N-Fmoc-L-glutamic acid alpha-tert-butyl ester to give a C60-functionalized amino acid. The carboxylic end of this amino acid has been deprotected in acidic conditions, and the resulting acid has been used for solid-phase peptide synthesis. The final peptide, cleaved from the resin, was very soluble in water solutions and showed antimicrobial activity against two representative bacteria.
Pellarini
F
F
Dipartimento di Scienze Farmaceutiche, Università di Trieste, Piazzale Europa, 1, 34127 Trieste, Italy, and Dipartimento di Biochimica, Biofisica e Chimica delle Macromolecole, Università di Trieste, Via Giorgieri 1, 34127 Trieste, Italy.
Pantarotto
D
D
Da Ros
T
T
Giangaspero
A
A
Tossi
A
A
Prato
M
M
D000596:Amino Acids / Q000737:chemistry*; D000900:Anti-Bacterial Agents / Q000138:chemical synthesis / Q000494:pharmacology; D002244:Carbon / Q000737:chemistry*; D004926:Escherichia coli / Q000187:drug effects; D037741:Fullerenes; D008826:Microbial Sensitivity Tests; D010455:Peptides / Q000138:chemical synthesis* / Q000494:pharmacology; D021241:Spectrometry, Mass, Electrospray Ionization; D013211:Staphylococcus aureus / Q000187:drug effects
D000596:Amino Acids; D000900:Anti-Bacterial Agents; D037741:Fullerenes; D010455:Peptides; D002244:Carbon; C069837:fullerene C60