TRIS, 0.89 M boric acid, 1.0 M EDTA and a little Bromo-
phenol Blue. The macrocyclic polyamines inhibit the migration
of DNA in the gel electrophoresis; this was overcome by using
ion exchange resin as previously reported. Electrophoresis was
conducted on 0.9% agarose in a horizontal gel apparatus at 70
22 (a) R. ꢀrämer, Coord. Chem. Rev., 1999, 173, 243 and references
therein; (b) C. Wendelstorf, S. Warzeska, E. ꢀovari and R. ꢀramer,
J. Chem. Soc., Dalton Trans., 2001, 3087.
3 (a) E. ꢀimura, Acc. Chem. Res., 2001, 171 and references therein;
2
55
(
b) S. Aoki and E. ꢀimura, Rev. Mol. Biotechnol., 2002, 90, 129 and
references therein.
V for 2 h. The electrophoresis buffer contains 0.89 M TRIS,
24 M. Yashiro, A. Ishikubo and M. ꢀomiyama, J. Chem. Soc.,
Chem. Commun., 1995, 1793.
Ϫ1
0
.89 M boric acid, 2 mM EDTA and 0.5 µg ml ethidium
2
5 (a) P. Rossi, F. Felluga, P. Tecilla, F. Formaggio, M. Crisma,
C. Toniolo and P. Scrimin, Biopolymers, 2000, 55, 496; (b) C. Sissi,
P. Rossi, F. Felluga, F. Formaggio, M. Palumbo, P. Tecilla, C.
Toniolo and P. Scrimin, J. Am. Chem. Soc., 2001, 123, 3169.
bromide. Quantification after electrophoresis was performed
with an “Eagle Eye II” densitometry system using the “Zero-
Dscan” software from Scanlytics.
2
6 P. Molenveld and J. F. J. Engbersen, Chem. Soc. Rev, 2000, 29, 75.
BNPP Cleavage experiments
27 (a) A. M. Barrios and S. J. Lippard, Inorg Chem., 2001, 40, 1060;
(
b) D. Lee, P.-L. Hung, B. Spingler and S. J. Lippard, Inorg Chem.,
002, 41, 521 and references therein.
The rate of p-nitrophenolate release was monitored at 404 nm
2
Ϫ1
Ϫ1
(
ε = 6430 M cm ) with a Shimadzu UV-2101PC spectro-
28 (a) P. Jurek and A. E. Martell, Inorg. Chim. Acta, 1999, 287, 47;
(b) M. T. B. Luiz, B. Szpoganicz, M. Rizzoto, M. G. Basallote
and A. E. Martell, Inorg. Chim. Acta, 1999, 287, 134; (c) D. ꢀong,
A. E. Martell and J. Reibenspies, Inorg. Chim. Acta, 2002, 333, 7.
photometer at 75 ЊC. The required amount of BNPP solution
was added to 1 ml of the reaction solution in a quartz semi-
microcuvette of 1 cm path length. The reaction was monitored
for a period of 1000 min. The rate constants kBNPP were calcu-
lated from non-linear least square fitting to a first order rate law.
2
9 (a) W. H. Chapman Jr. and R. Breslow, J. Am. Chem. Soc., 1995,
1
17, 5462; (b) R. Yan and R. Breslow, Tetrahedron Lett., 2000, 41,
059.
2
3
0 P. Rossi, F. Felluga, P. Tecilla, F. Formaggio, M. Crisma, C. Toniolo
and P. Scrimin, Biopolymers., 2000, 55, 496.
Acknowledgements
31 C. Sissi, P. Rossi, F. Felluga, F. Formaggio, M. Palumbo, P. Tecilla,
C. Toniolo and P. Scrimin, J. Am. Chem. Soc., 2001, 123, 3169.
Financial support by the Italian Ministero dell’Università e
della Ricerca Scientifica e Tecnologica (COFIN 2000) is grate-
fully acknowledged.
3
2 (a) C. Bazzicalupi, A. Bencini, A. Bianchi, V. Fusi, C. Giorgi,
P. Paoletti, B. Valtancoli and D. Zanchi, Inorg. Chem., 1997, 36,
2784; (b) C. Bazzicalupi, A. Bencini, E. Berni, A. Bianchi, V. Fedi,
C. Giorgi, P. Paoletti and B. Valtancoli, Inorg. Chem., 1999, 38, 4115;
(
c) C. Bazzicalupi, A. Bencini, E. Berni, A. Bianchi, C. Giorgi,
P. Paoletti and B. Valtancoli, Inorg. Chem., 1999, 38, 6323.
3 S. ꢀondo, ꢀ. Shinbo, T. Yamaguchi, ꢀ. Yoshida and Y. Yano,
J. Chem. Soc., Perkin Trans. 2, 2001, 128.
34 F. Nihan, M. S. Akkaya and E. U. Akkaya, J. Mol. Catal, A:
Chemical, 2001, 165, 291.
References
3
1
(a) J. S. Bradshaw, Aza-crown Macrocycles, Wiley, New York, 1993;
b) R. M. Izatt, ꢀ. Pawlak and J. S. Bradshaw, Chem. Rev., 1995, 95,
529.
(
2
2
3
4
J. M. Lehn, Supramolecular Chemistry, VCH, New York, 1995.
L. F. Lindoy, Pure Appl. Chem., 1997, 69, 2179.
35 S. ꢀawahara and T. Uchimaru, Eur. J. Inorg. Chem, 2001, 2437.
36 R. Cacciapaglia, S. Di Stefano and L. Mandolini, J. Org. Chem.,
2001, 66, 5926.
37 J. M. Yan, M. Atsumi, D. Q. Yuan and ꢀ. Fujita, Tetrahedron Lett.,
2000, 41, 1825.
38 T. Gaijda, Y. Düpre, I. Török, J. Harmer, A. Schweiger, J. Sander,
D. ꢀuppert and ꢀ. Hegetschweiler, Inorg. Chem., 2000, 40,
4918.
T. A. ꢀaden, D. Tschudin, M. Studer and U. Brunner, Pure Appl.
Chem., 1989, 61, 879.
5
6
7
8
9
J. Nelson, V. Mcꢀee and G. Morgan, Prog. Inorg. Chem., 1998, 47,
1
67.
A. Bencini, A. Bianchi, P. Paoletti and P. Paoli, Coord. Chem. Rev.,
992, 120, 51.
P. Ghosb, P. ꢀ. Bharadway, J. Roy and S. Ghosh, J. Am. Chem. Soc.,
997, 119, 11903.
1
39 ꢀ. Selmeczi, M. Reglier and G. Speier, J. Inorg. Biochem., 2001, 86,
1
425.
L. Lamarque, C. Miranda, P. Navarro, F. Escartí, E. García-España,
J. Latorre and J. A. Ramírez, Chem. Commun., 2000, 1337.
M. Formica, V. Fusi, M. Micheloni, R. Pontellini and P. Romani,
Coord. Chem. Rev., 1999, 184, 347.
40 T. Clifford, A. M. Danby, P. Lightfoot, D. T. Richens and R. W. Hay,
J. Chem. Soc., Dalton Trans., 2001, 240.
41 ꢀ. Yamaguchi, F. Akagi, S. Fujinami, M. Shinoya and S. Suzuki,
Chem. Commun., 2001, 375.
42 For a short review see D. E. Fenton and H. Okawa, Chem. Ber.,
1997, 130, 433–442.
1
1
1
0 R. M. Izatt, ꢀ. Pawlak, J. S. Bradshaw and R. L. Bruenig, Chem.
Rev., 1991, 91, 1721.
1 A. Bianchi, E. Garcia-España, ꢀ. Bowman-James (Editors),
Supramolecular Chemistry of Anions, Wiley-VCH, New York, 1997.
2 (a) H. J. Schneider, Angew. Chem., Int. Ed. Engl., 1991, 30, 1417;
43 (a) M. Yashiro, A. Ishikubo and M. ꢀomiyama, Chem. Commun.,
1997, 83; (b) S. Matsuda, M. Yashiro, A. ꢀuzuka, A. Ishikubo and
M. ꢀomiyama, Angew. Chem., Int. Ed., 1998, 37, 3284.
44 (a) E. ꢀimura, S. Aoki, T. ꢀoike and M. Shiro, J. Am. Chem. Soc.,
1997, 119, 3068; (b) E. ꢀimura, M. ꢀikuchi, H. ꢀitamura and
T. ꢀoike, Chem. Eur. J., 1999, 5, 3113.
45 (a) P. Molenveld, W. M. G. Stikvoort, H. ꢀooijman, A. L. Spek,
J. F. J. Engbersen and D. N. Reinhoudt, J. Org. Chem., 1999, 64,
3896; (b) P. Molenveld, J. F. J. Engbersen and D. N. Reinhoudt,
Angew. Chem., Int. Ed., 1999, 38, 3189.
46 S. Albedyhl, M. T. Averbuch-Pouchot, C. Belle, B. ꢀrebs, J. L.
Pierre, E. Saint-Aman and S. Torelli, Eur. J. Inorg. Chem., 2001,
1457.
47 I. O. Fritsky, R. Ott, H. Pritzkow and R. ꢀramer, Chem. Eur. J.,
2001, 7, 1221.
48 L. Spiccia, B. Graham, M. T. V. Hearn, G. Lazarev, B. Mourabaki,
ꢀ. S. Murray and E. E. T. Tiekink, J. Chem. Soc., Dalton Trans.,
1997, 4089.
49 C. Bazzicalupi, A. Bencini, A. Bianchi, E. Berni, C. Giorgi,
S. Maoggi, P. Paoletti and B. Valtancoli, J. Org. Chem., 2002, 67,
9107.
50 R. M. Smith and A. E. Martell, NIST Stability Constants Database,
version 4.0, National Institute of Standard and Technology,
Washington, DC, 1997.
51 A. Bencini, A. Bianchi, E. Garcia-España, M. Micheloni and
J. A. Ramirez, Coord. Chem. Rev., 1999, 118, 97.
52 (a) J. C. Batchelor, J. H. Prestegard, R. J. Cushley and S. R. Lipsy,
J. Am. Chem. Soc., 1973, 95, 6558; (b) A. R. Quirt, J. R. Lyerla,
I. R. Peat, J. S. Cohen, W. R. Reynold and M. F. Freedman, J. Am.
(
b) A. V. Eliseev and H. J. Schneider, J. Am. Chem. Soc., 1994, 116,
081 and references therein.
6
1
1
3 P. D. Beer and P. A. Gale, Angew. Chem., Int. Ed., 2001, 40, 486.
4 L. Fabbrizzi, M. Licchelli, G. Rabaioli and A. Taglietti, Coord.
Chem. Rev., 2000, 205, 59.
1
1
1
1
5 Md. A. Hossain, J. M. Llinares, C. A. Miller, L. Seib and
ꢀ. Bowman-James, Chem. Commun., 2000, 2269.
6 B. M. Maubert, J. Nelson, V. Mcꢀee, R. M. Town and I. Pal,
J. Chem. Soc., Dalton Trans., 2001, 1395.
7 R. M. Izatt, J. S. Bradshaw, ꢀ. Pawlak, R. L. Bruening and Tarbet,
Chem. Rev., 1992, 92, 1261.
8 (a) D. ꢀ. Chand, H.-J. Schneider, A. Bencini, A. Bianchi, C. Giorgi,
S. Ciattini and B. Valtancoli, Chem. Eur. J., 2000, 6, 4001; (b) D. ꢀ.
Chand, H-J. Schneider, J. A. Aguilar, F. Escarti, E. Garcia-España
and S. V. Luis, Inorg. Chim. Acta, 2000, 316, 71; (c) N. Lomadze and
H.-J. Schneider, Tetrahedron Lett., 2002, 43, 4403.
9 For recent reviews, see: (a) W. N. Lipscomb and N. Sträter, Chem.
Rev., 1996, 96, 2375; (b) D. E. Wilcox, Chem. Rev., 1996, 96, 2435;
1
(
c) N. Sträter, W. N. Lipscomb, T. ꢀlabunde and B. ꢀrebs,
Angew. Chem., Int. Ed. Engl., 1996, 35, 2024; (d ) H.-J. Schneider and
A. Yatsimirsky, in Metal Ions in Biological Systems, ed. H. Sigel.
and A. Sigel, 2003, vol. 40, in press.
2
2
0 A. Blasko and T. C. Bruice, Acc. Chem. Res., 1999, 32, 475 and
references therein.
1 (a) E. L. Hegg and J. N. Burstyn, Coord. Chem. Rev., 1999, 173, 133
and references therein.
D a l t o n T r a n s . , 2 0 0 3 , 7 9 3 – 8 0 0
799