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result sql = Inhibition of cellular enzymes by equine catechol estrogens in human breast cancer cells: specificity for glutathione S-transferase P1-1.

Inhibition of cellular enzymes by equine catechol estrogens in human breast cancer cells: specificity for glutathione S-transferase P1-1.

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char = M;code = 77
char = B;code = 66
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char = t;code = 116
char = i;code = 105
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char = a;code = 97
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char = a;code = 97
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char = e;code = 101
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char = l;code = 108
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char = a;code = 97
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char = d;code = 100
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char = ,;code = 44
char = ;code = 32
char = 4;code = 52
char = -;code = 45
char = O;code = 79
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char = E;code = 69
char = N;code = 78
char = ;code = 32
char = c;code = 99
char = a;code = 97
char = u;code = 117
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char = d;code = 100
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char = f;code = 102
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char = a;code = 97
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char = s;code = 115
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char = i;code = 105
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char = ;code = 32
char = n;code = 110
char = o;code = 111
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char = a;code = 97
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char = b;code = 98
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char = a;code = 97
char = s;code = 115
char = t;code = 116
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char = e;code = 101
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char = t;code = 116
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char = e;code = 101
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char = a;code = 97
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char = l;code = 108
char = l;code = 108
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char = F;code = 70
char = -;code = 45
char = 1;code = 49
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char = i;code = 105
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char = t;code = 116
char = h;code = 104
char = e;code = 101
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char = h;code = 104
char = u;code = 117
char = m;code = 109
char = a;code = 97
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char = h;code = 104
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char = p;code = 112
char = a;code = 97
char = t;code = 116
char = o;code = 111
char = m;code = 109
char = a;code = 97
char = ;code = 32
char = H;code = 72
char = e;code = 101
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char = G;code = 71
char = 2;code = 50
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char = l;code = 108
char = l;code = 108
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char = w;code = 119
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char = l;code = 108
char = a;code = 97
char = c;code = 99
char = k;code = 107
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char = G;code = 71
char = S;code = 83
char = T;code = 84
char = ;code = 32
char = P;code = 80
char = 1;code = 49
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char = 1;code = 49
char = .;code = 46
char = ;code = 32
char = W;code = 87
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char = a;code = 97
char = l;code = 108
char = s;code = 115
char = o;code = 111
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char = s;code = 115
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char = o;code = 111
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char = e;code = 101
char = d;code = 100
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char = t;code = 116
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char = a;code = 97
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char = G;code = 71
char = S;code = 83
char = H;code = 72
char = ;code = 32
char = p;code = 112
char = a;code = 97
char = r;code = 114
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char = i;code = 105
char = a;code = 97
char = l;code = 108
char = l;code = 108
char = y;code = 121
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char = p;code = 112
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char = e;code = 101
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char = a;code = 97
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char = o;code = 111
char = n;code = 110
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char = o;code = 111
char = f;code = 102
char = ;code = 32
char = G;code = 71
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char = T;code = 84
char = ;code = 32
char = P;code = 80
char = 1;code = 49
char = -;code = 45
char = 1;code = 49
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char = b;code = 98
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char = 4;code = 52
char = -;code = 45
char = O;code = 79
char = H;code = 72
char = E;code = 69
char = N;code = 78
char = ;code = 32
char = i;code = 105
char = n;code = 110
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char = v;code = 118
char = i;code = 105
char = t;code = 116
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char = d;code = 100
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char = e;code = 101
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char = o;code = 111
char = n;code = 110
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char = o;code = 111
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char = ;code = 32
char = c;code = 99
char = e;code = 101
char = l;code = 108
char = l;code = 108
char = u;code = 117
char = l;code = 108
char = a;code = 97
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char = G;code = 71
char = S;code = 83
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char = e;code = 101
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char = 4;code = 52
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char = O;code = 79
char = H;code = 72
char = E;code = 69
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char = -;code = 45
char = i;code = 105
char = n;code = 110
char = d;code = 100
char = u;code = 117
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char = E;code = 69
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char = o;code = 111
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char = T;code = 84
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char = P;code = 80
char = 1;code = 49
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char = 1;code = 49
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char = b;code = 98
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char = 4;code = 52
char = -;code = 45
char = O;code = 79
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char = H;code = 72
char = N;code = 78
char = ;code = 32
char = i;code = 105
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char = i;code = 105
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char = .;code = 46
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char = i;code = 105
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char = O;code = 79
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char = E;code = 69
char = N;code = 78
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char = h;code = 104
char = o;code = 111
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char = 7;code = 55
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char = e;code = 101
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char = S;code = 83
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char = D;code = 68
char = ,;code = 44
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char = 4;code = 52
char = 4;code = 52
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char = a;code = 97
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char = 5;code = 53
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char = G;code = 71
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char = 1;code = 49
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char = 1;code = 49
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char = t;code = 116
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char = l;code = 108
char = u;code = 117
char = l;code = 108
char = a;code = 97
char = r;code = 114
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char = H;code = 72
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char = R;code = 82
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result sql = Glutathione S-transferases (GSTs) are a family of detoxification isozymes that protect cells by conjugating GSH to a variety of toxic compounds, and they may also play a role in the regulation of both cellular proliferation and apoptosis. We have previously shown that human GST P1-1, which is the most widely distributed extrahepatic isozyme, could be inactivated by the catechol estrogen metabolite 4-hydroxyequilenin (4-OHEN) in vitro [Chang, M., Shin, Y. G., van Breemen, R. B., Blond, S. Y., and Bolton, J. L. (2001) Biochemistry 40, 4811-4820]. In the present study, we found that 4-OHEN and another catechol estrogen, 4,17beta-hydroxyequilenin (4,17beta-OHEN), significantly decreased GSH levels and the activity of GST within minutes in both estrogen receptor (ER) negative (MDA-MB-231) and ER positive (S30) human breast cancer cells. In addition, 4-OHEN caused significant decreases in GST activity in nontransformed human breast epithelial cells (MCF-10A) but not in the human hepatoma HepG2 cells, which lack GST P1-1. We also showed that GSH partially protected the inactivation of GST P1-1 by 4-OHEN in vitro, and depletion of cellular GSH enhanced the 4-OHEN-induced inhibition of GST activity. In addition, 4-OHEN GSH conjugates contributed about 27% of the inactivation of GST P1-1 by 4-OEHN in vitro. Our in vitro kinetic inhibition experiments with 4-OHEN showed that GST P1-1 had a lower K(i) value (20.8 microM) compared to glyceraldehyde-3-phosphate dehydrogenase (GAPDH, 52.4 microM), P450 reductase (PR, 77.4 microM), pyruvate kinase (PK, 159 microM), glutathione reductase (GR, 230 microM), superoxide dismutase (SOD, 448 microM), catalase (562 microM), GST M1-1 (620 microM), thioredoxin reductase (TR, 694 microM), and glutathione peroxidase (GPX, 1410 microM). In contrast to the significant inhibition of total GST activity in these human breast cancer cells, 4-OHEN only slightly inhibited the cellular GAPDH activity, and other cellular enzymes including PR, PK, GR, SOD, catalase, TR, and GPX were resistant to 4-OHEN-induced inhibition. These data suggest that GST P1-1 may be a preferred protein target for equine catechol estrogens in vivo.

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