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An Approach to Nanobioparticles – Synthesis and Characterization of Fulleropeptides
Author(s) -
Bjelaković Mira,
Todorović Nina,
Milić Dragana
Publication year - 2012
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.201200274
Subject(s) - chemistry , glycine , heteronuclear single quantum coherence spectroscopy , peptide , stereochemistry , characterization (materials science) , amino acid , combinatorial chemistry , nuclear magnetic resonance spectroscopy , nanotechnology , biochemistry , materials science
Two sets of new peptides incorporating fulleropyrrolidine units – Fp‐GABA n ‐Gly m ‐O t Bu – have been designed, synthesized and completely characterized. In the first series the chain contained only GABA (γ‐aminobutyric) residues, whereas in the second one glycine moieties were also inserted as well as GABA. Most of the target compounds were prepared by DCC/DMAP‐assisted coupling of previously synthesized GABA‐containing fulleropyrrolidinic acid and corresponding C ‐protected small peptides, although for two fulleropeptides [3+2] cycloadditions of azomethine ylides to C 60 were employed. All new compounds were characterized by standard spectroscopic methods. Complete assignments of peptide spin systems were achieved by extensive NMR analysis ( 1 H, 13 C, H,H‐COSY, HSQC, HMBC and TOCSY).