Table 1.
List and mass characterization data of thyclotides and aegPNA oligomers. Tetrahydrofuran residues are represented by the symbol * in the sequences. Tetrahydrofuran stereochemistry is (R,R). The data for 14-mer PNAs or thyclotides in this table correspond to the triply charged ion [M + 3H]3+ and the data for the 20-mer PNAs or thyclotides in this table correspond to the quadruply charged ion [M + 4H]4+. FAM = 5/6-fluorescein, AEEA = 2-(2-aminoethoxy)ethoxyacetyl group
| Entry | PNA or thyclotide | Calculated | Observed |
|---|---|---|---|
| 1antimiR-21 14-nucleobase PNA | NH2-AGTCTGATAAGCTA-AEEA-CONH2 | 1327.3 | 1327.5 |
| 2antimiR-21 14-nucleobase thyclotide | NH2-A*G*T*C*T*G*A*T*A*A*G*C*T*A*-AEEA-CONH2 | 1523.3 | 1523.6 |
| 3antimiR-21 14-nucleobase partial thyclotide | NH2-AGTCTGA*T*AAGCTA-AEEA-CONH2 | 1355.2 | 1355.2 |
| 4FAM-antimiR-21 14-nucleobase PNA | FAM-(6)5-AGTCTGATAAGCTA-AEEA-CONH2 | 1543.3 | 1543.6 |
| 5FAM-antimiR-21 14-nucleobase thyclotide | FAM-(6)5-A*G*T*C*T*G*A*T*A*A* G*C*T*A*-AEEA-CONH2 | 1739.7 | 1739.6 |
| 6FAM-antimiR-21 20-nucleobase PNA | FAM-AEEA-AEEA-AACATCAGTCTGAT AAGCTA-AEEA-CONH2 | 1556.4 | 1556.6 |
| 7FAM-antimiR-21 20-nucleobase thyclotide | FAM-AEEA-AEEA-A*A*C*A*T*C*A*G*T*C*T*G*A* T*A*A*G*C*T*A*-AEEA-CONH2 | 1766.7 | 1766.7 |
| 8scrambled 20-nucleobase thyclotide | NH2-G*T*A*C*A*T*T*A*C*G*A*C*G* A*T*A*C*A*A*T*-AEEA-CONH2 | 1604.4 | 1604.6 |
| 9antimiR-21 20-nucleobase PNA | NH2-AACATCAGTCTGATAAGCTA-AEEA-CONH2 | 1394.6 | 1394.6 |
| 10antimiR-21 20-nucleobase thyclotide | NH2-A*A*C*A*T*C*A*G*T*C*T*G*A* T*A*A*G*C*T*A*-AEEA-CONH2 | 1604.4 | 1604.6 |
| 11antimiR-21 20-nucleobase Lys-PNA | NH2-Lys-AACATCAGTCTGATAAGCTA-Lys-CONH2 | 1422.1 | 1422.3 |
| 12antimiR-21 20-nucleobase Lys-thyclotide | NH2-Lys-A*A*C*A*T*C*A*G*T*C*T*G*A* T*A*A*G*C*T*A*-Lys-CONH2 | 1632.6 | 1632.4 |
| 13scrambled 20-nucleobase Lys-thyclotide | NH2-Lys-G*T*A*C*A*T*T*A*C*G*A*C*G* A*T*A*C*A*A*T*-Lys-CONH2 | 1632.6 | 1632.4 |
| 14FAM-antimiR-21 20-nucleobase Lys-PNA | FAM-AEEA-AEEA-Lys-AACATCAGTC TGATAAGCTA-Lys-CONH2 | 1584.1 | 1584.4 |
| 15FAM-antimiR-21 20-nucleobase Lys-thyclotide | FAM-AEEA-AEEA-Lys-A*A*C*A*T*C*A*G* T*C*T*G*A*T*A*A*G*C*T*A*-Lys-CONH2 | 1794.4 | 1794.5 |
| 16FAM-scrambled 20-nucleobase Lys-thyclotide | FAM-AEEA-AEEA-Lys-G*T*A*C*A*T*T*A*C*G* A*C*G*A*T*A*C*A*A*T*-Lys-CONH2 | 1794.4 | 1794.7 |