-
2
-
-
33748054312
-
-
b) Z. Rodriguez-Docampo, S. I. Pascu, S. Kubik, S. Otto, J. Am. Chem. Soc. 2006, 128, 11206-11210.
-
(2006)
J. Am. Chem. Soc
, vol.128
, pp. 11206-11210
-
-
Rodriguez-Docampo, Z.1
Pascu, S.I.2
Kubik, S.3
Otto, S.4
-
4
-
-
0033961733
-
-
For reviews, see: a
-
For reviews, see: a) C. Karan, B. L. Miller, Drug Discovery Today 2000, 5, 67-75;
-
(2000)
Drug Discovery Today
, vol.5
, pp. 67-75
-
-
Karan, C.1
Miller, B.L.2
-
6
-
-
0037136414
-
-
c) O. Ramslröm, T. Bunyapaiboonsri, S. Lohmann, J.-M. Lehn. Biochim. Biophys. Acta 2002, 1572, 178-186;
-
(2002)
Biochim. Biophys. Acta
, vol.1572
, pp. 178-186
-
-
Ramslröm, O.1
Bunyapaiboonsri, T.2
Lohmann, S.3
Lehn, J.-M.4
-
7
-
-
33751323135
-
-
d) B. de Bruin, P. Hauwerl, J. N. H. Reek, Angew. Chem. 2006, 118, 2726-2729;
-
(2006)
Angew. Chem
, vol.118
, pp. 2726-2729
-
-
de Bruin, B.1
Hauwerl, P.2
Reek, J.N.H.3
-
8
-
-
33746191856
-
-
Angew. Chem. Int. Ed. 2006, 45, 2660-2663;
-
(2006)
Angew. Chem. Int. Ed
, vol.45
, pp. 2660-2663
-
-
-
9
-
-
33750002664
-
-
e) P. T. Corbett, J. Leclaire, L. Vial, K. R. West, J.-L. Wielor, J. K. M. Sanders, S. Otto, Chem. Rev. 2006, 106, 3652-3711.
-
(2006)
Chem. Rev
, vol.106
, pp. 3652-3711
-
-
Corbett, P.T.1
Leclaire, J.2
Vial, L.3
West, K.R.4
Wielor, J.-L.5
Sanders, J.K.M.6
Otto, S.7
-
10
-
-
33746926740
-
-
For recent references, see: a
-
For recent references, see: a) L. Vial, R. F. Ludlow, J. Leclaire, R. Perez-Fernandez, S. Otto, J. Am. Chem. Soc. 2006, 128, 10253-10257;
-
(2006)
J. Am. Chem. Soc
, vol.128
, pp. 10253-10257
-
-
Vial, L.1
Ludlow, R.F.2
Leclaire, J.3
Perez-Fernandez, R.4
Otto, S.5
-
11
-
-
33749176806
-
-
b) S. M. Voshell, S. J. Lee, M. R. Gagne, J. Am. Chem. Soc. 2006, 128, 12422-12423;
-
(2006)
J. Am. Chem. Soc
, vol.128
, pp. 12422-12423
-
-
Voshell, S.M.1
Lee, S.J.2
Gagne, M.R.3
-
12
-
-
53849128697
-
-
c) M. Bru, I. Alfonso, M. I. Burguete, S. V. Luis, Angew. Chem. 2006, 118, 6301-6305;
-
(2006)
Angew. Chem
, vol.118
, pp. 6301-6305
-
-
Bru, M.1
Alfonso, I.2
Burguete, M.I.3
Luis, S.V.4
-
13
-
-
33749004561
-
-
Angew. Chem. Int. Ed. 2006, 45, 6155-6159;
-
(2006)
Angew. Chem. Int. Ed
, vol.45
, pp. 6155-6159
-
-
-
15
-
-
31344444161
-
-
e) L. Milanesi, C. A. Hunter, S. E. Sedelnikova, J. P. Waltho, Chem. Eur. J. 2006, 12, 1081-1087;
-
(2006)
Chem. Eur. J
, vol.12
, pp. 1081-1087
-
-
Milanesi, L.1
Hunter, C.A.2
Sedelnikova, S.E.3
Waltho, J.P.4
-
16
-
-
33645509492
-
-
f) B. Danieli, A. Giardini, G. Lesma, D. Passarella, B. Perelto, A. Sacchetti, A. Silvani, G. Pralesi, F. Zunino, J. Org. Chem. 2006, 71, 2848-2853;
-
(2006)
J. Org. Chem
, vol.71
, pp. 2848-2853
-
-
Danieli, B.1
Giardini, A.2
Lesma, G.3
Passarella, D.4
Perelto, B.5
Sacchetti, A.6
Silvani, A.7
Pralesi, G.8
Zunino, F.9
-
18
-
-
33745728234
-
-
h) B. L. Shi, R. Stevenson, D. J. Campopiano, M. F. Greaney, J. Am. Chem. Soc. 2006, 128, 8459-8467;
-
(2006)
J. Am. Chem. Soc
, vol.128
, pp. 8459-8467
-
-
Shi, B.L.1
Stevenson, R.2
Campopiano, D.J.3
Greaney, M.F.4
-
19
-
-
33745930819
-
-
i)A. Valade, D. Urban, J. M. Beau, ChemBioChem 2006, 7, 1023-1027;
-
(2006)
ChemBioChem
, vol.7
, pp. 1023-1027
-
-
Valade, A.1
Urban, D.2
Beau, J.M.3
-
21
-
-
33845616626
-
-
k) S. Tsujita, M. Tanada, T. Kataoka, S. Sasaki, Bioorg. Med. Chem. Lett. 2007, 17, 68-72;
-
(2007)
Bioorg. Med. Chem. Lett
, vol.17
, pp. 68-72
-
-
Tsujita, S.1
Tanada, M.2
Kataoka, T.3
Sasaki, S.4
-
22
-
-
33846576895
-
-
l) A. Valade, D. Urban, J. M. Beau, J. Comb. Chem. 2007, 9, 1-4;
-
(2007)
J. Comb. Chem
, vol.9
, pp. 1-4
-
-
Valade, A.1
Urban, D.2
Beau, J.M.3
-
23
-
-
53549089056
-
-
m) P. Vongvilai, M. Agnelin, R. Larsson, O. Ramström, Angew. Chem. 2007, 119, 966-968;
-
(2007)
Angew. Chem
, vol.119
, pp. 966-968
-
-
Vongvilai, P.1
Agnelin, M.2
Larsson, R.3
Ramström, O.4
-
24
-
-
33846687723
-
-
Angew. Chem. Int. Ed. 2007, 46, 948-950;
-
(2007)
Angew. Chem. Int. Ed
, vol.46
, pp. 948-950
-
-
-
25
-
-
34447639453
-
-
n) F. Bulos, S. L. Roberts, R. L. E. Furlan, J. K. M. Sanders, Chem. Commun. 2007, 3092-3093;
-
(2007)
Chem. Commun
, pp. 3092-3093
-
-
Bulos, F.1
Roberts, S.L.2
Furlan, R.L.E.3
Sanders, J.K.M.4
-
26
-
-
33847210293
-
-
o) J. Y. Liu, K. R. West, C. R. Bondy, J. K. M. Sanders, Org. Biomol. Chem. 2007, 5, 778-786.
-
(2007)
Org. Biomol. Chem
, vol.5
, pp. 778-786
-
-
Liu, J.Y.1
West, K.R.2
Bondy, C.R.3
Sanders, J.K.M.4
-
28
-
-
29144433639
-
-
Angew. Chem. Int. Ed. 2005, 44, 7935-7938;
-
(2005)
Angew. Chem. Int. Ed
, vol.44
, pp. 7935-7938
-
-
-
30
-
-
0041848620
-
-
a) B. Brisig, J. K. M. Sanders, S. Otto, Angew. Chem. 2003, 115, 1308-1311;
-
(2003)
Angew. Chem
, vol.115
, pp. 1308-1311
-
-
Brisig, B.1
Sanders, J.K.M.2
Otto, S.3
-
31
-
-
0242500379
-
-
Angew. Chem. Int. Ed. 2003, 42, 1270-1273;
-
(2003)
Angew. Chem. Int. Ed
, vol.42
, pp. 1270-1273
-
-
-
32
-
-
24044533497
-
-
b) L. Vial, J. K. M. Sanders, S. Otto, New J. Chem. 2005, 29, 1001-1003.
-
(2005)
New J. Chem
, vol.29
, pp. 1001-1003
-
-
Vial, L.1
Sanders, J.K.M.2
Otto, S.3
-
33
-
-
18244373223
-
-
R. T. S. Lam, A. Belenguer, S. L. Roberts, C. Naumann, T. Jarrosson, S. Otto, J. K. M. Sanders, Science 2005, 308, 667-669.
-
(2005)
Science
, vol.308
, pp. 667-669
-
-
Lam, R.T.S.1
Belenguer, A.2
Roberts, S.L.3
Naumann, C.4
Jarrosson, T.5
Otto, S.6
Sanders, J.K.M.7
-
34
-
-
2942523290
-
-
a) Z. Grote, R. Scopelliti, K. Severin, Angew. Chem. 2003, 115, 3951-3955;
-
(2003)
Angew. Chem
, vol.115
, pp. 3951-3955
-
-
Grote, Z.1
Scopelliti, R.2
Severin, K.3
-
35
-
-
0041863925
-
-
Angew. Chem. Int. Ed. 2003, 42, 3821-3825;
-
(2003)
Angew. Chem. Int. Ed
, vol.42
, pp. 3821-3825
-
-
-
38
-
-
3142656712
-
-
a) P. T. Corbett, S. Otto, J. K. M. Sanders, Chem. Eur. J. 2004, 10, 3139-3143;
-
(2004)
Chem. Eur. J
, vol.10
, pp. 3139-3143
-
-
Corbett, P.T.1
Otto, S.2
Sanders, J.K.M.3
-
39
-
-
2942594718
-
-
b) P. T. Corbett, S. Otto, J. K. M. Sanders, Org. Lett. 2004, 6, 1825-1827;
-
(2004)
Org. Lett
, vol.6
, pp. 1825-1827
-
-
Corbett, P.T.1
Otto, S.2
Sanders, J.K.M.3
-
40
-
-
21644484866
-
-
c) P. T. Corbett, J. K. M. Sanders, S. Otto, J. Am. Chem. Soc. 2005, 127, 9390-9392;
-
(2005)
J. Am. Chem. Soc
, vol.127
, pp. 9390-9392
-
-
Corbett, P.T.1
Sanders, J.K.M.2
Otto, S.3
-
41
-
-
53849118389
-
-
d) P. T. Corbett, J. K. M. Sanders, S. Otto, Angew. Chem. 2007, 119, 9014-9017;
-
(2007)
Angew. Chem
, vol.119
, pp. 9014-9017
-
-
Corbett, P.T.1
Sanders, J.K.M.2
Otto, S.3
-
42
-
-
36749096722
-
-
Angew. Chem. Int. Ed. 2007, 46, 8858-8861.
-
(2007)
Angew. Chem. Int. Ed
, vol.46
, pp. 8858-8861
-
-
-
43
-
-
0037178738
-
-
S. Otto, R. L. E. Furlan, J. K. M. Sanders, Science 2002, 297, 590-593.
-
(2002)
Science
, vol.297
, pp. 590-593
-
-
Otto, S.1
Furlan, R.L.E.2
Sanders, J.K.M.3
-
44
-
-
0034614047
-
-
S. Otto, R. L. E. Furlan, J. K. M. Sanders, J. Am. Chem. Soc. 2000, 122, 12063-12064.
-
(2000)
J. Am. Chem. Soc
, vol.122
, pp. 12063-12064
-
-
Otto, S.1
Furlan, R.L.E.2
Sanders, J.K.M.3
-
46
-
-
0001493333
-
-
a) K. Odashima, A. Itai, Y. Iitaka, K. Koga, V. Am. Chem. Soc. 1980, 102, 2504-2505;
-
(1980)
V. Am. Chem. Soc
, vol.102
, pp. 2504-2505
-
-
Odashima, K.1
Itai, A.2
Iitaka, Y.3
Koga, K.4
-
47
-
-
0000791464
-
-
b) K. Odashima, T. Soga, K. Koga, Tetrahedron Lett. 1981, 22, 5311-5314;
-
(1981)
Tetrahedron Lett
, vol.22
, pp. 5311-5314
-
-
Odashima, K.1
Soga, T.2
Koga, K.3
-
48
-
-
33845379829
-
-
c) K. Odashima, A. Itai, Y. Iitaka, K. Koga, J. Org. Chem. 1985, 50, 4478-4484;
-
(1985)
J. Org. Chem
, vol.50
, pp. 4478-4484
-
-
Odashima, K.1
Itai, A.2
Iitaka, Y.3
Koga, K.4
-
49
-
-
0000569820
-
-
d) J. Winkler, E. Coutouliargyropoulou, R. Leppkes, R. Breslow, J. Am. Chem. Soc. 1983, 105, 7198-7199.
-
(1983)
J. Am. Chem. Soc
, vol.105
, pp. 7198-7199
-
-
Winkler, J.1
Coutouliargyropoulou, E.2
Leppkes, R.3
Breslow, R.4
-
50
-
-
0010712815
-
-
a) M. A. Petti, T. J. Shepodd, D. A. Dougherty, Tetrahedron Lett. 1986, 27, 807-810;
-
(1986)
Tetrahedron Lett
, vol.27
, pp. 807-810
-
-
Petti, M.A.1
Shepodd, T.J.2
Dougherty, D.A.3
-
51
-
-
0005633213
-
-
b) T. J. Shepodd, M. A. Petti, D. A. Dougherty, J. Am. Chem. Soc. 1986, 108, 6085-6087;
-
(1986)
J. Am. Chem. Soc
, vol.108
, pp. 6085-6087
-
-
Shepodd, T.J.1
Petti, M.A.2
Dougherty, D.A.3
-
52
-
-
2142775205
-
-
c) T. J. Shepodd, M. A. Petti, D. A. Dougherty, J. Am. Chem. Soc. 1988, 110, 1983-1985;
-
(1988)
J. Am. Chem. Soc
, vol.110
, pp. 1983-1985
-
-
Shepodd, T.J.1
Petti, M.A.2
Dougherty, D.A.3
-
54
-
-
33845278120
-
-
e) M. A. Petti, T. J. Shepodd, R. E. Barrans, D. A. Dougherty, J. Am. Chem. Soc. 1988, 110, 6825-6840;
-
(1988)
J. Am. Chem. Soc
, vol.110
, pp. 6825-6840
-
-
Petti, M.A.1
Shepodd, T.J.2
Barrans, R.E.3
Dougherty, D.A.4
-
56
-
-
33751552981
-
-
g) D. A. Stauffer, R. E. Barrans, D. A. Dougherty, J. Org. Chem. 1990, 55, 2762-2767;
-
(1990)
J. Org. Chem
, vol.55
, pp. 2762-2767
-
-
Stauffer, D.A.1
Barrans, R.E.2
Dougherty, D.A.3
-
57
-
-
20444462858
-
-
h) D. A. Stauffer, R. E. Barrans, D. A. Dougherty, Angew. Chem. 1990, 102, 953-956;
-
(1990)
Angew. Chem
, vol.102
, pp. 953-956
-
-
Stauffer, D.A.1
Barrans, R.E.2
Dougherty, D.A.3
-
59
-
-
0001666522
-
-
i) A. McCurdy, L. Jimenez, D. A. Stauffer, D. A. Dougherty, J. Am. Chem. Soc. 1992, 114, 10314-10321;
-
(1992)
J. Am. Chem. Soc
, vol.114
, pp. 10314-10321
-
-
McCurdy, A.1
Jimenez, L.2
Stauffer, D.A.3
Dougherty, D.A.4
-
60
-
-
12044260020
-
-
j) P. C. Kearney, L. S. Mizoue, R. A. Kumpf, J. E. Forman, A. McCurdy, D. A. Dougherty, J. Am. Chem. Soc. 1993, 115, 9907-9919;
-
(1993)
J. Am. Chem. Soc
, vol.115
, pp. 9907-9919
-
-
Kearney, P.C.1
Mizoue, L.S.2
Kumpf, R.A.3
Forman, J.E.4
McCurdy, A.5
Dougherty, D.A.6
-
61
-
-
0142254742
-
-
k) J. E. Forman, R. E. Marsh, W. P. Schaefer, D. A. Dougherty, Acta Crystallogr. Sect. A 1993, 49, 892-896;
-
(1993)
Acta Crystallogr. Sect. A
, vol.49
, pp. 892-896
-
-
Forman, J.E.1
Marsh, R.E.2
Schaefer, W.P.3
Dougherty, D.A.4
-
62
-
-
0000999565
-
-
l) J. E. Forman, R. E. Barrans, D. A. Dougherty, J. Am. Chem. Soc. 1995, 117, 9213-9228;
-
(1995)
J. Am. Chem. Soc
, vol.117
, pp. 9213-9228
-
-
Forman, J.E.1
Barrans, R.E.2
Dougherty, D.A.3
-
64
-
-
0033576981
-
-
n) S. M. Ngola, P. C. Kearney, S. Mecozzi, K. Russell, D. A. Dougherty, J. Am. Chem. Soc. 1999, 121, 1192-1201.
-
(1999)
J. Am. Chem. Soc
, vol.121
, pp. 1192-1201
-
-
Ngola, S.M.1
Kearney, P.C.2
Mecozzi, S.3
Russell, K.4
Dougherty, D.A.5
-
65
-
-
53849085402
-
-
We believe that upon deprotonating of the thiol rapid nucleophilic attack takes place on a methyl group on the quaternary nitrogen center, resulting in the irreversible methylation of the thiol
-
We believe that upon deprotonating of the thiol rapid nucleophilic attack takes place on a methyl group on the quaternary nitrogen center, resulting in the irreversible methylation of the thiol.
-
-
-
-
67
-
-
21244499277
-
-
P. T. Corbett, L. H. Tong, J. K. M. Sanders, S. Otto, J. Am. Chem. Soc. 2005, 127, 8902-8903.
-
(2005)
J. Am. Chem. Soc
, vol.127
, pp. 8902-8903
-
-
Corbett, P.T.1
Tong, L.H.2
Sanders, J.K.M.3
Otto, S.4
-
68
-
-
53849104552
-
-
Due to problems with overlapping and tailing peaks in the preparative HPLC, it was not possible to obtain sufficient quantities of the minor diastereomers 12b and 13b to perform the corresponding analyses for these compounds. Furthermore, we were not able to record the binding of T7 to 12 a by ITC, as the binding appeared to be almost enthalpy-neutral, leading to an extremely weak signal.
-
Due to problems with overlapping and tailing peaks in the preparative HPLC, it was not possible to obtain sufficient quantities of the minor diastereomers 12b and 13b to perform the corresponding analyses for these compounds. Furthermore, we were not able to record the binding of T7 to 12 a by ITC, as the binding appeared to be almost enthalpy-neutral, leading to an extremely weak signal.
-
-
-
-
70
-
-
53849107723
-
-
See Supporting Information for the derivation of this relationship
-
See Supporting Information for the derivation of this relationship.
-
-
-
-
71
-
-
36749052182
-
-
R. F. Ludlow, J. Liu, H. Li, S. L. Roberts, J. K. M. Sanders, S. Otto, Angew. Chem. 2007, 119, 5864-5866;
-
(2007)
Angew. Chem
, vol.119
, pp. 5864-5866
-
-
Ludlow, R.F.1
Liu, J.2
Li, H.3
Roberts, S.L.4
Sanders, J.K.M.5
Otto, S.6
-
72
-
-
34547486431
-
-
Angew. Chem. Int. Ed. 2007, 46, 5762-5764.
-
(2007)
Angew. Chem. Int. Ed
, vol.46
, pp. 5762-5764
-
-
-
73
-
-
0348151269
-
-
Y. Kondo, R. Uematsu, Y. Nakamura, S. Kusabayashi, J. Chem. Soc. Faraday Trans. 1 1988, 84, 111-116.
-
(1988)
J. Chem. Soc. Faraday Trans. 1
, vol.84
, pp. 111-116
-
-
Kondo, Y.1
Uematsu, R.2
Nakamura, Y.3
Kusabayashi, S.4
-
74
-
-
0001334033
-
-
J. Lacour, L. Vial, C. Herse, Org. Lett. 2002, 4, 1351-1354.
-
(2002)
Org. Lett
, vol.4
, pp. 1351-1354
-
-
Lacour, J.1
Vial, L.2
Herse, C.3
-
75
-
-
0009815577
-
-
P. Boldt, Chem. Ber. 1967, 100, 1270-1280.
-
(1967)
Chem. Ber
, vol.100
, pp. 1270-1280
-
-
Boldt, P.1
|