A proline-rich 60fullerene peptide was synthesized by use of (i) a 1,3-dipolar cycloaddn. of an N-substituted glycine deriv. to 60fullerene (F60), (ii) esterification of the isolated alc. with the C-terminal amino acid of the desired peptide sequence, and finally (iii) coupling of the remaining hexapeptide to give the final product H-Pro-Pro-Gly-Met-Arg-Pro-Pro-O(CH2)2O(CH2)2N(CH2)2-F60 as a TFA salt, with oxidized methionine (I). Product I was found to be biol. active against sera from MCTD (Mixed connective Tissue Disease) and SLE (Systemic Lupus Erythematosus) patients (ELISA expt.).
Synthesis of a proline-rich [60]fullerene peptide with potential biological activity
MAGGINI, MICHELE;FORMAGGIO, FERNANDO;TONIOLO, CLAUDIO
2004
Abstract
A proline-rich 60fullerene peptide was synthesized by use of (i) a 1,3-dipolar cycloaddn. of an N-substituted glycine deriv. to 60fullerene (F60), (ii) esterification of the isolated alc. with the C-terminal amino acid of the desired peptide sequence, and finally (iii) coupling of the remaining hexapeptide to give the final product H-Pro-Pro-Gly-Met-Arg-Pro-Pro-O(CH2)2O(CH2)2N(CH2)2-F60 as a TFA salt, with oxidized methionine (I). Product I was found to be biol. active against sera from MCTD (Mixed connective Tissue Disease) and SLE (Systemic Lupus Erythematosus) patients (ELISA expt.).
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