Molecules 2011, 16
9503
16. Shu, C.Y.; Ma, X.Y.; Zhang, J.F.; Corwin, F.D.; Sim, J.H.; Zhang, E.Y.; Dorn, H.C.;
Gibson, H.W.; Fatouros, P.P.; Wang, C.R.; Fang, X.H. Conjugation of a water-soluble gadolinium
endohedral fulleride with an antibody as a magnetic resonance imaging contrast agent.
Bioconjugate Chem. 2008, 19, 651–655.
17. Shu, C.Y.; Corwin, F.D.; Zhang, J.F.; Chen, Z.J.; Reid, J.E.; Sun, M.H.; Xu, W.; Sim, J.H.;
Wang, C.R.; Fatouros, P.P.; Esker, A.R.; Gibson, H.W.; Dorn, H.C. Facile preparation of a new
1
gadofullerene-based magnetic resonance imaging contrast agent with high H relaxivity.
Bioconjugate Chem. 2009, 20, 1186–1193.
18. Zhang, J.; Fatouros, P.P.; Shu, C.; Reid, J.; Owens, L.S.; Cai, T.; Gibson, H.W.; Long, G.L.;
Corwin, F.D.; Chen, Z.-J.; Dorn, H.C. High relaxivity trimetallic nitride (Gd3N) metallofullerene
MRI contrast agents with optimized functionality. Bioconjugate Chem. 2010, 21, 610–615.
19. Yamada, M.; Akasaka, T.; Nagase, S. Endohedral metal atoms in pristine and functionalized
fullerene cages. Acc. Chem. Res. 2010, 43, 92–102.
20. Maeda, Y.; Matsunaga, Y.; Wakahara, T.; Takahashi, S.; Tsuchiya, T.; Ishitsuka, M.O.;
Hasegawa, T.; Akasaka, T.; Liu, M.T.H.; Kokura, K.; et al. Isolation and characterization of a
carbene derivative of La@C82. J. Am. Chem. Soc. 2004, 126, 6858–6859.
21. Yamada, M.; Someya, C.; Wakahara, T.; Tsuchiya, T.; Maeda, Y.; Akasaka, T.; Yoza, K.;
Horn, E.; Liu, M.T.H.; Mizorogi, N.; Nagase, S. Metal atoms collinear with the spiro carbon of
6,6-open adducts, M2@C80(Ad) (M = La and Ce, Ad = adamantylidene). J. Am. Chem. Soc. 2008,
130, 1171–1176.
22. Ishitsuka, M.O.; Enoki, H.; Tsuchiya, T.; Slanina, Z.; Mizorogi, N.; Nagase, S.; Liu, M.T.H.;
Akasaka, T. Chemical modification of endohedral metallofullerene La@C82 with 3-chloro-3-
phenyldiazirine. Phosphorus Sulfur Silicon Relat. Elem. 2010, 185, 1124–1130.
23. Ishitsuka, M.O.; Sano, S.; Enoki, H.; Sato, S.; Nikawa, H.; Tsuchiya, T.; Slanina, Z.; Mizorogi, N.;
Liu, M.T.H.; Akasaka, T.; Nagase, S. Regioselective bis-functionalization of endohedral
dimetallofullerene, La2@C80: External La–La distance. J. Am. Chem. Soc. 2011, 133, 7128–7134.
24. Vasella, A.; Uhlmann, P.; Waldraff, C.A.A.; Diederich, F.; Thilgen, C. Fullerene sugars:
Preparation of enantiomerically pure, spiro-linked C-glycosides of C60. Angew. Chem. Int. Ed.
Engl. 1992, 31, 1388–1390.
25. Litvinova, L.S.; Ivanov, V.G.; Mokeev, M.V.; Zgonnik, V.N. Water-soluble [60]fullerene
compositions with carbohydrates. Mendeleev Commun. 2001, 11, 193–194.
26. Dondoni, A.; Marra, A. Synthesis of [60]fulleropyrrolidine glycoconjugates using 1,3-dipolar
cycloaddition with C-glycosyl azomethine ylides. Tetrahedron Lett. 2002, 43, 1649–1652.
27. Mikata, Y.; Takagi, S.; Tanahashi, M.; Ishii, S.; Obata, M.; Miyamoto, Y.; Wakita, K.; Nishisaka, T.;
Hirano, T.; Ito, T.; Hoshino, M.; Ohtsuki, C.; Tanihara, M.; Yano, S. Detection of 1270 nm
emission from singlet oxygen and photocytotoxic property of sugar-pendant [60] fullerenes.
Bioorg. Med. Chem. Lett. 2003, 13, 3289–3292.
28. Enes, R.F.; Tome, A.C.; Cavaleiro, J.A.S.; El-Agamey, A.; McGarvey, D.J. Synthesis and solvent
dependence of the photophysical properties of [60]fullerene-sugar conjugates. Tetrahedron 2005,
61, 11873–11881.