char = N;code = 78 char = u;code = 117 char = c;code = 99 char = l;code = 108 char = e;code = 101 char = o;code = 111 char = s;code = 115 char = i;code = 105 char = d;code = 100 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 = o;code = 111 char = l;code = 108 char = i;code = 105 char = g;code = 103 char = o;code = 111 char = n;code = 110 char = u;code = 117 char = c;code = 99 char = l;code = 108 char = e;code = 101 char = o;code = 111 char = t;code = 116 char = i;code = 105 char = d;code = 100 char = e;code = 101 char = s;code = 115 char = ;code = 32 char = c;code = 99 char = o;code = 111 char = n;code = 110 char = t;code = 116 char = a;code = 97 char = i;code = 105 char = n;code = 110 char = i;code = 105 char = n;code = 110 char = g;code = 103 char = ;code = 32 char = 1;code = 49 char = ,;code = 44 char = 2;code = 50 char = ,;code = 44 char = 3;code = 51 char = -;code = 45 char = t;code = 116 char = r;code = 114 char = i;code = 105 char = a;code = 97 char = z;code = 122 char = o;code = 111 char = l;code = 108 char = e;code = 101 char = ;code = 32 char = r;code = 114 char = e;code = 101 char = s;code = 115 char = i;code = 105 char = d;code = 100 char = u;code = 117 char = e;code = 101 char = s;code = 115 char = ;code = 32 char = w;code = 119 char = i;code = 105 char = t;code = 116 char = h;code = 104 char = ;code = 32 char = n;code = 110 char = u;code = 117 char = c;code = 99 char = l;code = 108 char = e;code = 101 char = o;code = 111 char = b;code = 98 char = a;code = 97 char = s;code = 115 char = e;code = 101 char = ;code = 32 char = t;code = 116 char = e;code = 101 char = t;code = 116 char = h;code = 104 char = e;code = 101 char = r;code = 114 char = s;code = 115 char = :;code = 58 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 = s;code = 115 char = ;code = 32 char = v;code = 118 char = i;code = 105 char = a;code = 97 char = ;code = 32 char = t;code = 116 char = h;code = 104 char = e;code = 101 char = ;code = 32 char = a;code = 97 char = z;code = 122 char = i;code = 105 char = d;code = 100 char = e;code = 101 char = -;code = 45 char = a;code = 97 char = l;code = 108 char = k;code = 107 char = y;code = 121 char = n;code = 110 char = e;code = 101 char = ;code = 32 char = ';code = 39 char = c;code = 99 char = l;code = 108 char = i;code = 105 char = c;code = 99 char = k;code = 107 char = ';code = 39 char = ;code = 32 char = r;code = 114 char = e;code = 101 char = a;code = 97 char = c;code = 99 char = t;code = 116 char = i;code = 105 char = o;code = 111 char = n;code = 110 char = .;code = 46 result sql = Nucleosides and oligonucleotides containing 1,2,3-triazole residues with nucleobase tethers: synthesis via the azide-alkyne 'click' reaction.
Nucleosides and oligonucleotides containing 1,2,3-triazole residues with nucleobase tethers: synthesis via the azide-alkyne 'click' reaction.char = A;code = 65 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 = n;code = 110 char = o;code = 111 char = v;code = 118 char = e;code = 101 char = l;code = 108 char = ;code = 32 char = 1;code = 49 char = ,;code = 44 char = 2;code = 50 char = ,;code = 44 char = 3;code = 51 char = -;code = 45 char = t;code = 116 char = r;code = 114 char = i;code = 105 char = a;code = 97 char = z;code = 122 char = o;code = 111 char = l;code = 108 char = e;code = 101 char = ;code = 32 char = n;code = 110 char = u;code = 117 char = c;code = 99 char = l;code = 108 char = e;code = 101 char = o;code = 111 char = s;code = 115 char = i;code = 105 char = d;code = 100 char = e;code = 101 char = s;code = 115 char = ;code = 32 char = l;code = 108 char = i;code = 105 char = n;code = 110 char = k;code = 107 char = e;code = 101 char = d;code = 100 char = ;code = 32 char = t;code = 116 char = o;code = 111 char = ;code = 32 char = D;code = 68 char = N;code = 78 char = A;code = 65 char = ;code = 32 char = n;code = 110 char = u;code = 117 char = c;code = 99 char = l;code = 108 char = e;code = 101 char = o;code = 111 char = b;code = 98 char = a;code = 97 char = s;code = 115 char = e;code = 101 char = s;code = 115 char = ;code = 32 char = w;code = 119 char = e;code = 101 char = r;code = 114 char = e;code = 101 char = ;code = 32 char = p;code = 112 char = r;code = 114 char = e;code = 101 char = p;code = 112 char = a;code = 97 char = r;code = 114 char = e;code = 101 char = d;code = 100 char = ;code = 32 char = v;code = 118 char = i;code = 105 char = a;code = 97 char = ;code = 32 char = c;code = 99 char = o;code = 111 char = p;code = 112 char = p;code = 112 char = e;code = 101 char = r;code = 114 char = (;code = 40 char = I;code = 73 char = );code = 41 char = -;code = 45 char = c;code = 99 char = a;code = 97 char = t;code = 116 char = a;code = 97 char = l;code = 108 char = y;code = 121 char = z;code = 122 char = e;code = 101 char = d;code = 100 char = ;code = 32 char = 1;code = 49 char = ,;code = 44 char = 3;code = 51 char = -;code = 45 char = d;code = 100 char = i;code = 105 char = p;code = 112 char = o;code = 111 char = l;code = 108 char = a;code = 97 char = r;code = 114 char = ;code = 32 char = c;code = 99 char = y;code = 121 char = c;code = 99 char = l;code = 108 char = o;code = 111 char = a;code = 97 char = d;code = 100 char = d;code = 100 char = i;code = 105 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 = N;code = 78 char = -;code = 45 char = 9;code = 57 char = ;code = 32 char = p;code = 112 char = r;code = 114 char = o;code = 111 char = p;code = 112 char = a;code = 97 char = r;code = 114 char = g;code = 103 char = y;code = 121 char = l;code = 108 char = p;code = 112 char = u;code = 117 char = r;code = 114 char = i;code = 105 char = n;code = 110 char = e;code = 101 char = s;code = 115 char = ;code = 32 char = o;code = 111 char = r;code = 114 char = ;code = 32 char = N;code = 78 char = -;code = 45 char = 1;code = 49 char = ;code = 32 char = p;code = 112 char = r;code = 114 char = o;code = 111 char = p;code = 112 char = a;code = 97 char = r;code = 114 char = g;code = 103 char = y;code = 121 char = l;code = 108 char = p;code = 112 char = y;code = 121 char = r;code = 114 char = i;code = 105 char = m;code = 109 char = i;code = 105 char = d;code = 100 char = i;code = 105 char = n;code = 110 char = e;code = 101 char = s;code = 115 char = ;code = 32 char = w;code = 119 char = i;code = 105 char = t;code = 116 char = h;code = 104 char = ;code = 32 char = t;code = 116 char = h;code = 104 char = e;code = 101 char = ;code = 32 char = t;code = 116 char = o;code = 111 char = l;code = 108 char = o;code = 111 char = u;code = 117 char = y;code = 121 char = l;code = 108 char = ;code = 32 char = p;code = 112 char = r;code = 114 char = o;code = 111 char = t;code = 116 char = e;code = 101 char = c;code = 99 char = t;code = 116 char = e;code = 101 char = d;code = 100 char = ;code = 32 char = 1;code = 49 char = -;code = 45 char = a;code = 97 char = z;code = 122 char = i;code = 105 char = d;code = 100 char = o;code = 111 char = -;code = 45 char = 2;code = 50 char = -;code = 45 char = d;code = 100 char = e;code = 101 char = o;code = 111 char = x;code = 120 char = y;code = 121 char = r;code = 114 char = i;code = 105 char = b;code = 98 char = o;code = 111 char = f;code = 102 char = u;code = 117 char = r;code = 114 char = a;code = 97 char = n;code = 110 char = o;code = 111 char = s;code = 115 char = e;code = 101 char = ;code = 32 char = 2;code = 50 char = ;code = 32 char = f;code = 102 char = o;code = 111 char = l;code = 108 char = l;code = 108 char = o;code = 111 char = w;code = 119 char = e;code = 101 char = d;code = 100 char = ;code = 32 char = b;code = 98 char = y;code = 121 char = ;code = 32 char = t;code = 116 char = r;code = 114 char = e;code = 101 char = a;code = 97 char = t;code = 116 char = m;code = 109 char = e;code = 101 char = n;code = 110 char = t;code = 116 char = ;code = 32 char = w;code = 119 char = i;code = 105 char = t;code = 116 char = h;code = 104 char = ;code = 32 char = N;code = 78 char = a;code = 97 char = O;code = 79 char = M;code = 77 char = e;code = 101 char = /;code = 47 char = M;code = 77 char = e;code = 101 char = O;code = 79 char = H;code = 72 char = ;code = 32 char = o;code = 111 char = r;code = 114 char = ;code = 32 char = a;code = 97 char = q;code = 113 char = ;code = 32 char = N;code = 78 char = H;code = 72 char = 3;code = 51 char = .;code = 46 char = ;code = 32 char = T;code = 84 char = h;code = 104 char = e;code = 101 char = ;code = 32 char = a;code = 97 char = n;code = 110 char = t;code = 116 char = i;code = 105 char = v;code = 118 char = i;code = 105 char = r;code = 114 char = a;code = 97 char = l;code = 108 char = ;code = 32 char = a;code = 97 char = c;code = 99 char = t;code = 116 char = i;code = 105 char = v;code = 118 char = i;code = 105 char = t;code = 116 char = y;code = 121 char = ;code = 32 char = o;code = 111 char = f;code = 102 char = ;code = 32 char = s;code = 115 char = u;code = 117 char = c;code = 99 char = h;code = 104 char = ;code = 32 char = c;code = 99 char = o;code = 111 char = m;code = 109 char = p;code = 112 char = o;code = 111 char = u;code = 117 char = n;code = 110 char = d;code = 100 char = s;code = 115 char = ;code = 32 char = a;code = 97 char = g;code = 103 char = a;code = 97 char = i;code = 105 char = n;code = 110 char = s;code = 115 char = t;code = 116 char = ;code = 32 char = s;code = 115 char = e;code = 101 char = l;code = 108 char = e;code = 101 char = c;code = 99 char = t;code = 116 char = e;code = 101 char = d;code = 100 char = ;code = 32 char = R;code = 82 char = N;code = 78 char = A;code = 65 char = ;code = 32 char = v;code = 118 char = i;code = 105 char = r;code = 114 char = u;code = 117 char = s;code = 115 char = e;code = 101 char = s;code = 115 char = ;code = 32 char = i;code = 105 char = s;code = 115 char = ;code = 32 char = r;code = 114 char = e;code = 101 char = p;code = 112 char = o;code = 111 char = r;code = 114 char = t;code = 116 char = e;code = 101 char = d;code = 100 char = .;code = 46 char = ;code = 32 char = T;code = 84 char = h;code = 104 char = e;code = 101 char = ;code = 32 char = s;code = 115 char = t;code = 116 char = r;code = 114 char = o;code = 111 char = n;code = 110 char = g;code = 103 char = l;code = 108 char = y;code = 121 char = ;code = 32 char = f;code = 102 char = l;code = 108 char = u;code = 117 char = o;code = 111 char = r;code = 114 char = e;code = 101 char = s;code = 115 char = c;code = 99 char = e;code = 101 char = n;code = 110 char = t;code = 116 char = ;code = 32 char = 1;code = 49 char = ,;code = 44 char = 2;code = 50 char = ,;code = 44 char = 3;code = 51 char = -;code = 45 char = t;code = 116 char = r;code = 114 char = i;code = 105 char = a;code = 97 char = z;code = 122 char = o;code = 111 char = l;code = 108 char = e;code = 101 char = ;code = 32 char = c;code = 99 char = o;code = 111 char = m;code = 109 char = p;code = 112 char = o;code = 111 char = u;code = 117 char = n;code = 110 char = d;code = 100 char = s;code = 115 char = ;code = 32 char = 1;code = 49 char = 6;code = 54 char = ;code = 32 char = a;code = 97 char = n;code = 110 char = d;code = 100 char = ;code = 32 char = 1;code = 49 char = 7;code = 55 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 = 32 char = f;code = 102 char = r;code = 114 char = o;code = 111 char = m;code = 109 char = ;code = 32 char = p;code = 112 char = r;code = 114 char = o;code = 111 char = p;code = 112 char = a;code = 97 char = r;code = 114 char = g;code = 103 char = y;code = 121 char = l;code = 108 char = a;code = 97 char = t;code = 116 char = e;code = 101 char = d;code = 100 char = ;code = 32 char = u;code = 117 char = r;code = 114 char = a;code = 97 char = c;code = 99 char = i;code = 105 char = l;code = 108 char = ;code = 32 char = 1;code = 49 char = a;code = 97 char = ;code = 32 char = a;code = 97 char = n;code = 110 char = d;code = 100 char = ;code = 32 char = p;code = 112 char = r;code = 114 char = o;code = 111 char = p;code = 112 char = a;code = 97 char = r;code = 114 char = g;code = 103 char = y;code = 121 char = l;code = 108 char = a;code = 97 char = t;code = 116 char = e;code = 101 char = d;code = 100 char = ;code = 32 char = a;code = 97 char = d;code = 100 char = e;code = 101 char = n;code = 110 char = i;code = 105 char = n;code = 110 char = e;code = 101 char = ;code = 32 char = 1;code = 49 char = c;code = 99 char = ;code = 32 char = w;code = 119 char = i;code = 105 char = t;code = 116 char = h;code = 104 char = ;code = 32 char = c;code = 99 char = o;code = 111 char = u;code = 117 char = m;code = 109 char = a;code = 97 char = r;code = 114 char = i;code = 105 char = n;code = 110 char = ;code = 32 char = a;code = 97 char = z;code = 122 char = i;code = 105 char = d;code = 100 char = e;code = 101 char = ;code = 32 char = 1;code = 49 char = 5;code = 53 char = ,;code = 44 char = ;code = 32 char = a;code = 97 char = n;code = 110 char = d;code = 100 char = ;code = 32 char = t;code = 116 char = h;code = 104 char = e;code = 101 char = ;code = 32 char = f;code = 102 char = l;code = 108 char = u;code = 117 char = o;code = 111 char = r;code = 114 char = e;code = 101 char = s;code = 115 char = c;code = 99 char = e;code = 101 char = n;code = 110 char = c;code = 99 char = e;code = 101 char = ;code = 32 char = p;code = 112 char = r;code = 114 char = o;code = 111 char = p;code = 112 char = e;code = 101 char = r;code = 114 char = t;code = 116 char = i;code = 105 char = e;code = 101 char = s;code = 115 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 = t;code = 116 char = u;code = 117 char = d;code = 100 char = i;code = 105 char = e;code = 101 char = d;code = 100 char = .;code = 46 char = ;code = 32 char = T;code = 84 char = h;code = 104 char = e;code = 101 char = ;code = 32 char = n;code = 110 char = u;code = 117 char = c;code = 99 char = l;code = 108 char = e;code = 101 char = o;code = 111 char = s;code = 115 char = i;code = 105 char = d;code = 100 char = e;code = 101 char = s;code = 115 char = ;code = 32 char = 4;code = 52 char = ;code = 32 char = a;code = 97 char = n;code = 110 char = d;code = 100 char = ;code = 32 char = 6;code = 54 char = ;code = 32 char = w;code = 119 char = e;code = 101 char = r;code = 114 char = e;code = 101 char = ;code = 32 char = i;code = 105 char = n;code = 110 char = c;code = 99 char = o;code = 111 char = r;code = 114 char = p;code = 112 char = o;code = 111 char = r;code = 114 char = a;code = 97 char = t;code = 116 char = e;code = 101 char = d;code = 100 char = ;code = 32 char = i;code = 105 char = n;code = 110 char = t;code = 116 char = o;code = 111 char = ;code = 32 char = D;code = 68 char = N;code = 78 char = A;code = 65 char = ;code = 32 char = u;code = 117 char = s;code = 115 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 = p;code = 112 char = h;code = 104 char = o;code = 111 char = s;code = 115 char = p;code = 112 char = h;code = 104 char = o;code = 111 char = r;code = 114 char = a;code = 97 char = m;code = 109 char = i;code = 105 char = d;code = 100 char = i;code = 105 char = t;code = 116 char = e;code = 101 char = ;code = 32 char = b;code = 98 char = u;code = 117 char = i;code = 105 char = l;code = 108 char = d;code = 100 char = i;code = 105 char = n;code = 110 char = g;code = 103 char = ;code = 32 char = b;code = 98 char = l;code = 108 char = o;code = 111 char = c;code = 99 char = k;code = 107 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 = m;code = 109 char = p;code = 112 char = l;code = 108 char = o;code = 111 char = y;code = 121 char = e;code = 101 char = d;code = 100 char = ;code = 32 char = i;code = 105 char = n;code = 110 char = ;code = 32 char = s;code = 115 char = o;code = 111 char = l;code = 108 char = i;code = 105 char = d;code = 100 char = -;code = 45 char = p;code = 112 char = h;code = 104 char = a;code = 97 char = s;code = 115 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 = s;code = 115 char = .;code = 46 char = ;code = 32 char = M;code = 77 char = e;code = 101 char = l;code = 108 char = t;code = 116 char = i;code = 105 char = n;code = 110 char = g;code = 103 char = ;code = 32 char = e;code = 101 char = x;code = 120 char = p;code = 112 char = e;code = 101 char = r;code = 114 char = i;code = 105 char = m;code = 109 char = e;code = 101 char = n;code = 110 char = t;code = 116 char = s;code = 115 char = ;code = 32 char = d;code = 100 char = e;code = 101 char = m;code = 109 char = o;code = 111 char = n;code = 110 char = s;code = 115 char = t;code = 116 char = r;code = 114 char = a;code = 97 char = t;code = 116 char = e;code = 101 char = d;code = 100 char = ;code = 32 char = t;code = 116 char = h;code = 104 char = a;code = 97 char = t;code = 116 char = ;code = 32 char = s;code = 115 char = u;code = 117 char = c;code = 99 char = h;code = 104 char = ;code = 32 char = 1;code = 49 char = ,;code = 44 char = 2;code = 50 char = ,;code = 44 char = 3;code = 51 char = -;code = 45 char = t;code = 116 char = r;code = 114 char = i;code = 105 char = a;code = 97 char = z;code = 122 char = o;code = 111 char = l;code = 108 char = e;code = 101 char = ;code = 32 char = n;code = 110 char = u;code = 117 char = c;code = 99 char = l;code = 108 char = e;code = 101 char = o;code = 111 char = s;code = 115 char = i;code = 105 char = d;code = 100 char = e;code = 101 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 = ;code = 32 char = n;code = 110 char = e;code = 101 char = g;code = 103 char = a;code = 97 char = t;code = 116 char = i;code = 105 char = v;code = 118 char = e;code = 101 char = ;code = 32 char = i;code = 105 char = m;code = 109 char = p;code = 112 char = a;code = 97 char = c;code = 99 char = t;code = 116 char = ;code = 32 char = o;code = 111 char = n;code = 110 char = ;code = 32 char = t;code = 116 char = h;code = 104 char = e;code = 101 char = ;code = 32 char = d;code = 100 char = u;code = 117 char = p;code = 112 char = l;code = 108 char = e;code = 101 char = x;code = 120 char = ;code = 32 char = s;code = 115 char = t;code = 116 char = a;code = 97 char = b;code = 98 char = i;code = 105 char = l;code = 108 char = i;code = 105 char = t;code = 116 char = y;code = 121 char = ;code = 32 char = w;code = 119 char = h;code = 104 char = e;code = 101 char = n;code = 110 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 = p;code = 112 char = l;code = 108 char = a;code = 97 char = c;code = 99 char = e;code = 101 char = d;code = 100 char = ;code = 32 char = o;code = 111 char = p;code = 112 char = p;code = 112 char = o;code = 111 char = s;code = 115 char = i;code = 105 char = t;code = 116 char = e;code = 101 char = ;code = 32 char = t;code = 116 char = o;code = 111 char = ;code = 32 char = t;code = 116 char = h;code = 104 char = e;code = 101 char = ;code = 32 char = c;code = 99 char = a;code = 97 char = n;code = 110 char = o;code = 111 char = n;code = 110 char = i;code = 105 char = c;code = 99 char = a;code = 97 char = l;code = 108 char = ;code = 32 char = b;code = 98 char = a;code = 97 char = s;code = 115 char = e;code = 101 char = s;code = 115 char = ;code = 32 char = a;code = 97 char = s;code = 115 char = ;code = 32 char = w;code = 119 char = e;code = 101 char = l;code = 108 char = l;code = 108 char = ;code = 32 char = a;code = 97 char = s;code = 115 char = ;code = 32 char = a;code = 97 char = b;code = 98 char = a;code = 97 char = s;code = 115 char = i;code = 105 char = c;code = 99 char = ;code = 32 char = s;code = 115 char = i;code = 105 char = t;code = 116 char = e;code = 101 char = s;code = 115 char = .;code = 46 char = ;code = 32 char = T;code = 84 char = h;code = 104 char = e;code = 101 char = ;code = 32 char = n;code = 110 char = u;code = 117 char = c;code = 99 char = l;code = 108 char = e;code = 101 char = o;code = 111 char = b;code = 98 char = a;code = 97 char = s;code = 115 char = e;code = 101 char = s;code = 115 char = ;code = 32 char = a;code = 97 char = t;code = 116 char = t;code = 116 char = a;code = 97 char = c;code = 99 char = h;code = 104 char = e;code = 101 char = d;code = 100 char = ;code = 32 char = t;code = 116 char = o;code = 111 char = ;code = 32 char = t;code = 116 char = h;code = 104 char = e;code = 101 char = ;code = 32 char = t;code = 116 char = r;code = 114 char = i;code = 105 char = a;code = 97 char = z;code = 122 char = o;code = 111 char = l;code = 108 char = e;code = 101 char = ;code = 32 char = r;code = 114 char = i;code = 105 char = n;code = 110 char = g;code = 103 char = ;code = 32 char = c;code = 99 char = a;code = 97 char = n;code = 110 char = n;code = 110 char = o;code = 111 char = t;code = 116 char = ;code = 32 char = i;code = 105 char = n;code = 110 char = v;code = 118 char = o;code = 111 char = l;code = 108 char = v;code = 118 char = e;code = 101 char = ;code = 32 char = i;code = 105 char = n;code = 110 char = ;code = 32 char = t;code = 116 char = h;code = 104 char = e;code = 101 char = ;code = 32 char = b;code = 98 char = a;code = 97 char = s;code = 115 char = e;code = 101 char = ;code = 32 char = p;code = 112 char = a;code = 97 char = i;code = 105 char = r;code = 114 char = ;code = 32 char = f;code = 102 char = o;code = 111 char = r;code = 114 char = m;code = 109 char = a;code = 97 char = t;code = 116 char = i;code = 105 char = o;code = 111 char = n;code = 110 char = ;code = 32 char = w;code = 119 char = i;code = 105 char = t;code = 116 char = h;code = 104 char = ;code = 32 char = t;code = 116 char = h;code = 104 char = e;code = 101 char = ;code = 32 char = o;code = 111 char = p;code = 112 char = p;code = 112 char = o;code = 111 char = s;code = 115 char = i;code = 105 char = t;code = 116 char = e;code = 101 char = ;code = 32 char = b;code = 98 char = a;code = 97 char = s;code = 115 char = e;code = 101 char = s;code = 115 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 = ;code = 32 char = s;code = 115 char = t;code = 116 char = r;code = 114 char = u;code = 117 char = c;code = 99 char = t;code = 116 char = u;code = 117 char = r;code = 114 char = a;code = 97 char = l;code = 108 char = ;code = 32 char = v;code = 118 char = a;code = 97 char = r;code = 114 char = i;code = 105 char = a;code = 97 char = t;code = 116 char = i;code = 105 char = o;code = 111 char = n;code = 110 char = s;code = 115 char = ;code = 32 char = i;code = 105 char = n;code = 110 char = d;code = 100 char = u;code = 117 char = c;code = 99 char = e;code = 101 char = d;code = 100 char = ;code = 32 char = b;code = 98 char = y;code = 121 char = ;code = 32 char = t;code = 116 char = h;code = 104 char = e;code = 101 char = ;code = 32 char = t;code = 116 char = r;code = 114 char = i;code = 105 char = a;code = 97 char = z;code = 122 char = o;code = 111 char = l;code = 108 char = e;code = 101 char = ;code = 32 char = r;code = 114 char = i;code = 105 char = n;code = 110 char = g;code = 103 char = .;code = 46 char = ;code = 32 char = T;code = 84 char = h;code = 104 char = e;code = 101 char = ;code = 32 char = s;code = 115 char = t;code = 116 char = a;code = 97 char = c;code = 99 char = k;code = 107 char = i;code = 105 char = n;code = 110 char = g;code = 103 char = ;code = 32 char = o;code = 111 char = f;code = 102 char = ;code = 32 char = s;code = 115 char = u;code = 117 char = c;code = 99 char = h;code = 104 char = ;code = 32 char = n;code = 110 char = u;code = 117 char = c;code = 99 char = l;code = 108 char = e;code = 101 char = o;code = 111 char = s;code = 115 char = i;code = 105 char = d;code = 100 char = e;code = 101 char = s;code = 115 char = ;code = 32 char = w;code = 119 char = h;code = 104 char = e;code = 101 char = n;code = 110 char = ;code = 32 char = p;code = 112 char = o;code = 111 char = s;code = 115 char = i;code = 105 char = t;code = 116 char = i;code = 105 char = o;code = 111 char = n;code = 110 char = e;code = 101 char = d;code = 100 char = ;code = 32 char = a;code = 97 char = t;code = 116 char = ;code = 32 char = t;code = 116 char = h;code = 104 char = e;code = 101 char = ;code = 32 char = e;code = 101 char = n;code = 110 char = d;code = 100 char = ;code = 32 char = o;code = 111 char = f;code = 102 char = ;code = 32 char = o;code = 111 char = l;code = 108 char = i;code = 105 char = g;code = 103 char = o;code = 111 char = n;code = 110 char = u;code = 117 char = c;code = 99 char = l;code = 108 char = e;code = 101 char = o;code = 111 char = t;code = 116 char = i;code = 105 char = d;code = 100 char = e;code = 101 char = s;code = 115 char = ;code = 32 char = r;code = 114 char = e;code = 101 char = t;code = 116 char = a;code = 97 char = i;code = 105 char = n;code = 110 char = s;code = 115 char = ;code = 32 char = t;code = 116 char = h;code = 104 char = e;code = 101 char = ;code = 32 char = s;code = 115 char = t;code = 116 char = a;code = 97 char = b;code = 98 char = i;code = 105 char = l;code = 108 char = i;code = 105 char = t;code = 116 char = y;code = 121 char = ;code = 32 char = o;code = 111 char = f;code = 102 char = ;code = 32 char = D;code = 68 char = N;code = 78 char = A;code = 65 char = ;code = 32 char = d;code = 100 char = u;code = 117 char = p;code = 112 char = l;code = 108 char = e;code = 101 char = x;code = 120 char = e;code = 101 char = s;code = 115 char = .;code = 46 char = ;code = 32 char = T;code = 84 char = h;code = 104 char = e;code = 101 char = ;code = 32 char = d;code = 100 char = u;code = 117 char = p;code = 112 char = l;code = 108 char = e;code = 101 char = x;code = 120 char = ;code = 32 char = s;code = 115 char = t;code = 116 char = r;code = 114 char = u;code = 117 char = c;code = 99 char = t;code = 116 char = u;code = 117 char = r;code = 114 char = e;code = 101 char = s;code = 115 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 = t;code = 116 char = u;code = 117 char = d;code = 100 char = i;code = 105 char = e;code = 101 char = d;code = 100 char = ;code = 32 char = b;code = 98 char = y;code = 121 char = ;code = 32 char = m;code = 109 char = o;code = 111 char = l;code = 108 char = e;code = 101 char = c;code = 99 char = u;code = 117 char = l;code = 108 char = a;code = 97 char = r;code = 114 char = ;code = 32 char = m;code = 109 char = o;code = 111 char = d;code = 100 char = e;code = 101 char = l;code = 108 char = l;code = 108 char = i;code = 105 char = n;code = 110 char = g;code = 103 char = ;code = 32 char = w;code = 119 char = h;code = 104 char = i;code = 105 char = c;code = 99 char = h;code = 104 char = ;code = 32 char = s;code = 115 char = u;code = 117 char = p;code = 112 char = p;code = 112 char = o;code = 111 char = r;code = 114 char = t;code = 116 char = ;code = 32 char = t;code = 116 char = h;code = 104 char = e;code = 101 char = ;code = 32 char = r;code = 114 char = e;code = 101 char = s;code = 115 char = u;code = 117 char = l;code = 108 char = t;code = 116 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 = l;code = 108 char = t;code = 116 char = i;code = 105 char = n;code = 110 char = g;code = 103 char = ;code = 32 char = e;code = 101 char = x;code = 120 char = p;code = 112 char = e;code = 101 char = r;code = 114 char = i;code = 105 char = m;code = 109 char = e;code = 101 char = n;code = 110 char = t;code = 116 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 = A series of novel 1,2,3-triazole nucleosides linked to DNA nucleobases were prepared via copper(I)-catalyzed 1,3-dipolar cycloaddition of N-9 propargylpurines or N-1 propargylpyrimidines with the tolouyl protected 1-azido-2-deoxyribofuranose 2 followed by treatment with NaOMe/MeOH or aq NH3. The antiviral activity of such compounds against selected RNA viruses is reported. The strongly fluorescent 1,2,3-triazole compounds 16 and 17 were synthesized from propargylated uracil 1a and propargylated adenine 1c with coumarin azide 15, and the fluorescence properties were studied. The nucleosides 4 and 6 were incorporated into DNA using the phosphoramidite building blocks and employed in solid-phase synthesis. Melting experiments demonstrated that such 1,2,3-triazole nucleosides have a negative impact on the duplex stability when they are placed opposite to the canonical bases as well as abasic sites. The nucleobases attached to the triazole ring cannot involve in the base pair formation with the opposite bases because of the structural variations induced by the triazole ring. The stacking of such nucleosides when positioned at the end of oligonucleotides retains the stability of DNA duplexes. The duplex structures were studied by molecular modelling which support the results of melting experiments.
Publication: Bioorg. Med. Chem. 2008 Sep 15 ;16(18)::8427-39. :doi: 10.1016/j.bmc.2008.08.026.
Publication Date: 2008 Sep 15
Study Author(s): Chittepu, Padmaja;Sirivolu, Venkata Ramana;Seela, Frank;
Institution: Laboratory of Bioorganic Chemistry and Chemical Biology, Center for Nanotechnology, Heisenbergstrasse 11, 48149 Münster, Germany.
Shortcut link to this study:
A series of novel 1,2,3-triazole nucleosides linked to DNA nucleobases were prepared via copper(I)-catalyzed 1,3-dipolar cycloaddition of N-9 propargylpurines or N-1 propargylpyrimidines with the tolouyl protected 1-azido-2-deoxyribofuranose 2 followed by treatment with NaOMe/MeOH or aq NH3. The antiviral activity of such compounds against selected RNA viruses is reported. The strongly fluorescent 1,2,3-triazole compounds 16 and 17 were synthesized from propargylated uracil 1a and propargylated adenine 1c with coumarin azide 15, and the fluorescence properties were studied. The nucleosides 4 and 6 were incorporated into DNA using the phosphoramidite building blocks and employed in solid-phase synthesis. Melting experiments demonstrated that such 1,2,3-triazole nucleosides have a negative impact on the duplex stability when they are placed opposite to the canonical bases as well as abasic sites. The nucleobases attached to the triazole ring cannot involve in the base pair formation with the opposite bases because of the structural variations induced by the triazole ring. The stacking of such nucleosides when positioned at the end of oligonucleotides retains the stability of DNA duplexes. The duplex structures were studied by molecular modelling which support the results of melting experiments.
PMID: 18774721