char = S;code = 83 char = y;code = 121 char = n;code = 110 char = t;code = 116 char = h;code = 104 char = e;code = 101 char = s;code = 115 char = i;code = 105 char = s;code = 115 char = ;code = 32 char = o;code = 111 char = f;code = 102 char = ;code = 32 char = D;code = 68 char = E;code = 69 char = H;code = 72 char = P;code = 80 char = ;code = 32 char = m;code = 109 char = e;code = 101 char = t;code = 116 char = a;code = 97 char = b;code = 98 char = o;code = 111 char = l;code = 108 char = i;code = 105 char = t;code = 116 char = e;code = 101 char = s;code = 115 char = ;code = 32 char = a;code = 97 char = s;code = 115 char = ;code = 32 char = b;code = 98 char = i;code = 105 char = o;code = 111 char = m;code = 109 char = a;code = 97 char = r;code = 114 char = k;code = 107 char = e;code = 101 char = r;code = 114 char = s;code = 115 char = ;code = 32 char = f;code = 102 char = o;code = 111 char = r;code = 114 char = ;code = 32 char = G;code = 71 char = C;code = 67 char = -;code = 45 char = M;code = 77 char = S;code = 83 char = ;code = 32 char = e;code = 101 char = v;code = 118 char = a;code = 97 char = l;code = 108 char = u;code = 117 char = a;code = 97 char = t;code = 116 char = i;code = 105 char = o;code = 111 char = n;code = 110 char = ;code = 32 char = o;code = 111 char = f;code = 102 char = ;code = 32 char = p;code = 112 char = h;code = 104 char = t;code = 116 char = h;code = 104 char = a;code = 97 char = l;code = 108 char = a;code = 97 char = t;code = 116 char = e;code = 101 char = s;code = 115 char = ;code = 32 char = a;code = 97 char = s;code = 115 char = ;code = 32 char = e;code = 101 char = n;code = 110 char = d;code = 100 char = o;code = 111 char = c;code = 99 char = r;code = 114 char = i;code = 105 char = n;code = 110 char = e;code = 101 char = ;code = 32 char = d;code = 100 char = i;code = 105 char = s;code = 115 char = r;code = 114 char = u;code = 117 char = p;code = 112 char = t;code = 116 char = e;code = 101 char = r;code = 114 char = s;code = 115 char = .;code = 46 result sql = Synthesis of DEHP metabolites as biomarkers for GC-MS evaluation of phthalates as endocrine disrupters.
Synthesis of DEHP metabolites as biomarkers for GC-MS evaluation of phthalates as endocrine disrupters.char = P;code = 80 char = h;code = 104 char = t;code = 116 char = h;code = 104 char = a;code = 97 char = l;code = 108 char = a;code = 97 char = t;code = 116 char = e;code = 101 char = s;code = 115 char = ;code = 32 char = a;code = 97 char = r;code = 114 char = e;code = 101 char = ;code = 32 char = u;code = 117 char = s;code = 115 char = e;code = 101 char = d;code = 100 char = ;code = 32 char = p;code = 112 char = r;code = 114 char = i;code = 105 char = m;code = 109 char = a;code = 97 char = r;code = 114 char = i;code = 105 char = l;code = 108 char = y;code = 121 char = ;code = 32 char = a;code = 97 char = s;code = 115 char = ;code = 32 char = p;code = 112 char = l;code = 108 char = a;code = 97 char = s;code = 115 char = t;code = 116 char = i;code = 105 char = c;code = 99 char = i;code = 105 char = z;code = 122 char = e;code = 101 char = r;code = 114 char = s;code = 115 char = ;code = 32 char = t;code = 116 char = o;code = 111 char = ;code = 32 char = m;code = 109 char = a;code = 97 char = k;code = 107 char = e;code = 101 char = ;code = 32 char = p;code = 112 char = o;code = 111 char = l;code = 108 char = y;code = 121 char = v;code = 118 char = i;code = 105 char = n;code = 110 char = y;code = 121 char = l;code = 108 char = ;code = 32 char = c;code = 99 char = h;code = 104 char = l;code = 108 char = o;code = 111 char = r;code = 114 char = i;code = 105 char = d;code = 100 char = e;code = 101 char = ;code = 32 char = (;code = 40 char = P;code = 80 char = V;code = 86 char = C;code = 67 char = );code = 41 char = ;code = 32 char = s;code = 115 char = o;code = 111 char = f;code = 102 char = t;code = 116 char = ;code = 32 char = a;code = 97 char = n;code = 110 char = d;code = 100 char = ;code = 32 char = f;code = 102 char = l;code = 108 char = e;code = 101 char = x;code = 120 char = i;code = 105 char = b;code = 98 char = l;code = 108 char = e;code = 101 char = .;code = 46 char = ;code = 32 char = I;code = 73 char = n;code = 110 char = ;code = 32 char = r;code = 114 char = e;code = 101 char = c;code = 99 char = e;code = 101 char = n;code = 110 char = t;code = 116 char = ;code = 32 char = y;code = 121 char = e;code = 101 char = a;code = 97 char = r;code = 114 char = s;code = 115 char = ;code = 32 char = t;code = 116 char = h;code = 104 char = e;code = 101 char = ;code = 32 char = p;code = 112 char = h;code = 104 char = t;code = 116 char = h;code = 104 char = a;code = 97 char = l;code = 108 char = a;code = 97 char = t;code = 116 char = e;code = 101 char = ;code = 32 char = e;code = 101 char = s;code = 115 char = t;code = 116 char = e;code = 101 char = r;code = 114 char = s;code = 115 char = ;code = 32 char = h;code = 104 char = a;code = 97 char = v;code = 118 char = e;code = 101 char = ;code = 32 char = a;code = 97 char = t;code = 116 char = t;code = 116 char = r;code = 114 char = a;code = 97 char = c;code = 99 char = t;code = 116 char = e;code = 101 char = d;code = 100 char = ;code = 32 char = i;code = 105 char = n;code = 110 char = c;code = 99 char = r;code = 114 char = e;code = 101 char = a;code = 97 char = s;code = 115 char = i;code = 105 char = n;code = 110 char = g;code = 103 char = ;code = 32 char = a;code = 97 char = t;code = 116 char = t;code = 116 char = e;code = 101 char = n;code = 110 char = t;code = 116 char = i;code = 105 char = o;code = 111 char = n;code = 110 char = ;code = 32 char = a;code = 97 char = s;code = 115 char = ;code = 32 char = e;code = 101 char = n;code = 110 char = v;code = 118 char = i;code = 105 char = r;code = 114 char = o;code = 111 char = n;code = 110 char = m;code = 109 char = e;code = 101 char = n;code = 110 char = t;code = 116 char = a;code = 97 char = l;code = 108 char = ;code = 32 char = a;code = 97 char = n;code = 110 char = d;code = 100 char = ;code = 32 char = b;code = 98 char = i;code = 105 char = o;code = 111 char = m;code = 109 char = e;code = 101 char = d;code = 100 char = i;code = 105 char = c;code = 99 char = a;code = 97 char = l;code = 108 char = ;code = 32 char = p;code = 112 char = o;code = 111 char = l;code = 108 char = l;code = 108 char = u;code = 117 char = t;code = 116 char = a;code = 97 char = n;code = 110 char = t;code = 116 char = s;code = 115 char = ;code = 32 char = a;code = 97 char = n;code = 110 char = d;code = 100 char = ,;code = 44 char = ;code = 32 char = b;code = 98 char = e;code = 101 char = c;code = 99 char = a;code = 97 char = u;code = 117 char = s;code = 115 char = e;code = 101 char = ;code = 32 char = o;code = 111 char = f;code = 102 char = ;code = 32 char = t;code = 116 char = h;code = 104 char = e;code = 101 char = i;code = 105 char = r;code = 114 char = ;code = 32 char = t;code = 116 char = o;code = 111 char = x;code = 120 char = i;code = 105 char = c;code = 99 char = o;code = 111 char = l;code = 108 char = o;code = 111 char = g;code = 103 char = i;code = 105 char = c;code = 99 char = a;code = 97 char = l;code = 108 char = ;code = 32 char = c;code = 99 char = h;code = 104 char = a;code = 97 char = r;code = 114 char = a;code = 97 char = c;code = 99 char = t;code = 116 char = e;code = 101 char = r;code = 114 char = i;code = 105 char = s;code = 115 char = t;code = 116 char = i;code = 105 char = c;code = 99 char = s;code = 115 char = .;code = 46 char = ;code = 32 char = I;code = 73 char = n;code = 110 char = ;code = 32 char = p;code = 112 char = a;code = 97 char = r;code = 114 char = t;code = 116 char = i;code = 105 char = c;code = 99 char = u;code = 117 char = l;code = 108 char = a;code = 97 char = r;code = 114 char = ,;code = 44 char = ;code = 32 char = t;code = 116 char = h;code = 104 char = e;code = 101 char = y;code = 121 char = ;code = 32 char = a;code = 97 char = r;code = 114 char = e;code = 101 char = ;code = 32 char = m;code = 109 char = o;code = 111 char = r;code = 114 char = e;code = 101 char = ;code = 32 char = a;code = 97 char = n;code = 110 char = d;code = 100 char = ;code = 32 char = m;code = 109 char = o;code = 111 char = r;code = 114 char = e;code = 101 char = ;code = 32 char = r;code = 114 char = e;code = 101 char = c;code = 99 char = o;code = 111 char = g;code = 103 char = n;code = 110 char = i;code = 105 char = z;code = 122 char = e;code = 101 char = d;code = 100 char = ;code = 32 char = a;code = 97 char = s;code = 115 char = ;code = 32 char = e;code = 101 char = n;code = 110 char = d;code = 100 char = o;code = 111 char = c;code = 99 char = r;code = 114 char = i;code = 105 char = n;code = 110 char = e;code = 101 char = ;code = 32 char = d;code = 100 char = i;code = 105 char = s;code = 115 char = r;code = 114 char = u;code = 117 char = p;code = 112 char = t;code = 116 char = e;code = 101 char = r;code = 114 char = s;code = 115 char = .;code = 46 char = ;code = 32 char = I;code = 73 char = n;code = 110 char = ;code = 32 char = t;code = 116 char = h;code = 104 char = i;code = 105 char = s;code = 115 char = ;code = 32 char = c;code = 99 char = o;code = 111 char = n;code = 110 char = t;code = 116 char = e;code = 101 char = x;code = 120 char = t;code = 116 char = ,;code = 44 char = ;code = 32 char = w;code = 119 char = e;code = 101 char = ;code = 32 char = d;code = 100 char = e;code = 101 char = s;code = 115 char = c;code = 99 char = r;code = 114 char = i;code = 105 char = b;code = 98 char = e;code = 101 char = ;code = 32 char = h;code = 104 char = e;code = 101 char = r;code = 114 char = e;code = 101 char = i;code = 105 char = n;code = 110 char = ;code = 32 char = a;code = 97 char = n;code = 110 char = ;code = 32 char = e;code = 101 char = f;code = 102 char = f;code = 102 char = i;code = 105 char = c;code = 99 char = i;code = 105 char = e;code = 101 char = n;code = 110 char = t;code = 116 char = ;code = 32 char = s;code = 115 char = y;code = 121 char = n;code = 110 char = t;code = 116 char = h;code = 104 char = e;code = 101 char = t;code = 116 char = i;code = 105 char = c;code = 99 char = ;code = 32 char = p;code = 112 char = a;code = 97 char = t;code = 116 char = h;code = 104 char = w;code = 119 char = a;code = 97 char = y;code = 121 char = ;code = 32 char = l;code = 108 char = e;code = 101 char = a;code = 97 char = d;code = 100 char = i;code = 105 char = n;code = 110 char = g;code = 103 char = ;code = 32 char = t;code = 116 char = o;code = 111 char = ;code = 32 char = a;code = 97 char = ;code = 32 char = s;code = 115 char = e;code = 101 char = r;code = 114 char = i;code = 105 char = e;code = 101 char = s;code = 115 char = ;code = 32 char = o;code = 111 char = f;code = 102 char = ;code = 32 char = m;code = 109 char = e;code = 101 char = t;code = 116 char = a;code = 97 char = b;code = 98 char = o;code = 111 char = l;code = 108 char = i;code = 105 char = t;code = 116 char = e;code = 101 char = s;code = 115 char = ;code = 32 char = o;code = 111 char = f;code = 102 char = ;code = 32 char = d;code = 100 char = i;code = 105 char = (;code = 40 char = 2;code = 50 char = -;code = 45 char = e;code = 101 char = t;code = 116 char = h;code = 104 char = y;code = 121 char = l;code = 108 char = h;code = 104 char = e;code = 101 char = x;code = 120 char = y;code = 121 char = l;code = 108 char = );code = 41 char = ;code = 32 char = p;code = 112 char = h;code = 104 char = t;code = 116 char = h;code = 104 char = a;code = 97 char = l;code = 108 char = a;code = 97 char = t;code = 116 char = e;code = 101 char = ;code = 32 char = (;code = 40 char = D;code = 68 char = E;code = 69 char = H;code = 72 char = P;code = 80 char = );code = 41 char = .;code = 46 char = ;code = 32 char = M;code = 77 char = o;code = 111 char = n;code = 110 char = o;code = 111 char = (;code = 40 char = 2;code = 50 char = -;code = 45 char = e;code = 101 char = t;code = 116 char = h;code = 104 char = y;code = 121 char = l;code = 108 char = h;code = 104 char = e;code = 101 char = x;code = 120 char = e;code = 101 char = n;code = 110 char = y;code = 121 char = l;code = 108 char = );code = 41 char = ;code = 32 char = p;code = 112 char = h;code = 104 char = t;code = 116 char = h;code = 104 char = a;code = 97 char = l;code = 108 char = a;code = 97 char = t;code = 116 char = e;code = 101 char = ;code = 32 char = w;code = 119 char = a;code = 97 char = s;code = 115 char = ;code = 32 char = u;code = 117 char = s;code = 115 char = e;code = 101 char = d;code = 100 char = ;code = 32 char = a;code = 97 char = s;code = 115 char = ;code = 32 char = s;code = 115 char = t;code = 116 char = a;code = 97 char = r;code = 114 char = t;code = 116 char = i;code = 105 char = n;code = 110 char = g;code = 103 char = ;code = 32 char = m;code = 109 char = a;code = 97 char = t;code = 116 char = e;code = 101 char = r;code = 114 char = i;code = 105 char = a;code = 97 char = l;code = 108 char = ;code = 32 char = t;code = 116 char = o;code = 111 char = ;code = 32 char = o;code = 111 char = b;code = 98 char = t;code = 116 char = a;code = 97 char = i;code = 105 char = n;code = 110 char = ;code = 32 char = t;code = 116 char = h;code = 104 char = e;code = 101 char = s;code = 115 char = e;code = 101 char = ;code = 32 char = p;code = 112 char = r;code = 114 char = o;code = 111 char = d;code = 100 char = u;code = 117 char = c;code = 99 char = t;code = 116 char = s;code = 115 char = ;code = 32 char = i;code = 105 char = n;code = 110 char = ;code = 32 char = g;code = 103 char = o;code = 111 char = o;code = 111 char = d;code = 100 char = ;code = 32 char = y;code = 121 char = i;code = 105 char = e;code = 101 char = l;code = 108 char = d;code = 100 char = ,;code = 44 char = ;code = 32 char = l;code = 108 char = a;code = 97 char = r;code = 114 char = g;code = 103 char = e;code = 101 char = ;code = 32 char = s;code = 115 char = c;code = 99 char = a;code = 97 char = l;code = 108 char = e;code = 101 char = ;code = 32 char = a;code = 97 char = n;code = 110 char = d;code = 100 char = ;code = 32 char = G;code = 71 char = C;code = 67 char = -;code = 45 char = M;code = 77 char = S;code = 83 char = ;code = 32 char = p;code = 112 char = u;code = 117 char = r;code = 114 char = i;code = 105 char = t;code = 116 char = y;code = 121 char = .;code = 46 char = ;code = 32 char = T;code = 84 char = h;code = 104 char = e;code = 101 char = ;code = 32 char = m;code = 109 char = e;code = 101 char = t;code = 116 char = a;code = 97 char = b;code = 98 char = o;code = 111 char = l;code = 108 char = i;code = 105 char = t;code = 116 char = e;code = 101 char = s;code = 115 char = ;code = 32 char = o;code = 111 char = f;code = 102 char = ;code = 32 char = D;code = 68 char = E;code = 69 char = H;code = 72 char = P;code = 80 char = ;code = 32 char = w;code = 119 char = e;code = 101 char = r;code = 114 char = e;code = 101 char = ;code = 32 char = s;code = 115 char = y;code = 121 char = n;code = 110 char = t;code = 116 char = h;code = 104 char = e;code = 101 char = s;code = 115 char = i;code = 105 char = z;code = 122 char = e;code = 101 char = d;code = 100 char = ,;code = 44 char = ;code = 32 char = f;code = 102 char = o;code = 111 char = r;code = 114 char = ;code = 32 char = t;code = 116 char = h;code = 104 char = e;code = 101 char = ;code = 32 char = f;code = 102 char = i;code = 105 char = r;code = 114 char = s;code = 115 char = t;code = 116 char = ;code = 32 char = t;code = 116 char = i;code = 105 char = m;code = 109 char = e;code = 101 char = ,;code = 44 char = ;code = 32 char = a;code = 97 char = s;code = 115 char = ;code = 32 char = b;code = 98 char = i;code = 105 char = o;code = 111 char = m;code = 109 char = a;code = 97 char = r;code = 114 char = k;code = 107 char = e;code = 101 char = r;code = 114 char = s;code = 115 char = ;code = 32 char = t;code = 116 char = o;code = 111 char = ;code = 32 char = v;code = 118 char = e;code = 101 char = r;code = 114 char = i;code = 105 char = f;code = 102 char = y;code = 121 char = ;code = 32 char = t;code = 116 char = h;code = 104 char = e;code = 101 char = i;code = 105 char = r;code = 114 char = ;code = 32 char = q;code = 113 char = u;code = 117 char = a;code = 97 char = n;code = 110 char = t;code = 116 char = i;code = 105 char = t;code = 116 char = a;code = 97 char = t;code = 116 char = i;code = 105 char = v;code = 118 char = e;code = 101 char = ;code = 32 char = d;code = 100 char = e;code = 101 char = t;code = 116 char = e;code = 101 char = r;code = 114 char = m;code = 109 char = i;code = 105 char = n;code = 110 char = a;code = 97 char = t;code = 116 char = i;code = 105 char = o;code = 111 char = n;code = 110 char = ;code = 32 char = i;code = 105 char = n;code = 110 char = ;code = 32 char = h;code = 104 char = u;code = 117 char = m;code = 109 char = a;code = 97 char = n;code = 110 char = ;code = 32 char = u;code = 117 char = r;code = 114 char = i;code = 105 char = n;code = 110 char = e;code = 101 char = ;code = 32 char = a;code = 97 char = n;code = 110 char = d;code = 100 char = ;code = 32 char = s;code = 115 char = e;code = 101 char = r;code = 114 char = u;code = 117 char = m;code = 109 char = ;code = 32 char = b;code = 98 char = y;code = 121 char = ;code = 32 char = G;code = 71 char = C;code = 67 char = -;code = 45 char = M;code = 77 char = S;code = 83 char = ;code = 32 char = a;code = 97 char = n;code = 110 char = a;code = 97 char = l;code = 108 char = y;code = 121 char = s;code = 115 char = i;code = 105 char = s;code = 115 char = ;code = 32 char = f;code = 102 char = o;code = 111 char = r;code = 114 char = ;code = 32 char = s;code = 115 char = t;code = 116 char = u;code = 117 char = d;code = 100 char = y;code = 121 char = i;code = 105 char = n;code = 110 char = g;code = 103 char = ;code = 32 char = t;code = 116 char = h;code = 104 char = e;code = 101 char = ;code = 32 char = e;code = 101 char = x;code = 120 char = p;code = 112 char = o;code = 111 char = s;code = 115 char = u;code = 117 char = r;code = 114 char = e;code = 101 char = ;code = 32 char = t;code = 116 char = o;code = 111 char = ;code = 32 char = p;code = 112 char = h;code = 104 char = t;code = 116 char = h;code = 104 char = a;code = 97 char = l;code = 108 char = a;code = 97 char = t;code = 116 char = e;code = 101 char = s;code = 115 char = ;code = 32 char = a;code = 97 char = n;code = 110 char = d;code = 100 char = ;code = 32 char = e;code = 101 char = s;code = 115 char = t;code = 116 char = a;code = 97 char = b;code = 98 char = l;code = 108 char = i;code = 105 char = s;code = 115 char = h;code = 104 char = i;code = 105 char = n;code = 110 char = g;code = 103 char = ;code = 32 char = r;code = 114 char = e;code = 101 char = f;code = 102 char = e;code = 101 char = r;code = 114 char = e;code = 101 char = n;code = 110 char = c;code = 99 char = e;code = 101 char = ;code = 32 char = v;code = 118 char = a;code = 97 char = l;code = 108 char = u;code = 117 char = e;code = 101 char = s;code = 115 char = .;code = 46 char = <;code = 60 char = b;code = 98 char = r;code = 114 char = /;code = 47 char = >;code = 62 result sql = Phthalates are used primarily as plasticizers to make polyvinyl chloride (PVC) soft and flexible. In recent years the phthalate esters have attracted increasing attention as environmental and biomedical pollutants and, because of their toxicological characteristics. In particular, they are more and more recognized as endocrine disrupters. In this context, we describe herein an efficient synthetic pathway leading to a series of metabolites of di(2-ethylhexyl) phthalate (DEHP). Mono(2-ethylhexenyl) phthalate was used as starting material to obtain these products in good yield, large scale and GC-MS purity. The metabolites of DEHP were synthesized, for the first time, as biomarkers to verify their quantitative determination in human urine and serum by GC-MS analysis for studying the exposure to phthalates and establishing reference values.
Publication: Bioorg. Med. Chem. 2005 May 16 ;13(10)::3461-5.
Publication Date: 2005 May 16
Study Author(s): Nuti, Francesca;Hildenbrand, Sibylle;Chelli, Mario;Wodarz, Roman;Papini, Anna Maria;
Institution: Laboratory of Peptide & Protein Chemistry & Biology, Department of Organic Chemistry, University of Florence and CNR-ICCOM, Polo Scientifico, Via della Lastruccia 13, I-50019 Sesto Fiorentino, Firenze, Italy.
Shortcut link to this study:
Phthalates are used primarily as plasticizers to make polyvinyl chloride (PVC) soft and flexible. In recent years the phthalate esters have attracted increasing attention as environmental and biomedical pollutants and, because of their toxicological characteristics. In particular, they are more and more recognized as endocrine disrupters. In this context, we describe herein an efficient synthetic pathway leading to a series of metabolites of di(2-ethylhexyl) phthalate (DEHP). Mono(2-ethylhexenyl) phthalate was used as starting material to obtain these products in good yield, large scale and GC-MS purity. The metabolites of DEHP were synthesized, for the first time, as biomarkers to verify their quantitative determination in human urine and serum by GC-MS analysis for studying the exposure to phthalates and establishing reference values.
PMID: 15848759