Table 1. The synthesis yields of oligoribonucleotides containing N6-alkyladenosines via post-synthetic modification of precursor form of oligonucleotides.
UACR6AUGUA | UR6ACAUGUA | UACAUGUR6A | ACAUGUR6A | |||||
---|---|---|---|---|---|---|---|---|
Yielda | MSb | Yielda | MSb | Yielda | MSb | Yielda | MSb | |
R = H- | 64% | 2494.99 | 74% | 2188.35 | ||||
R = methyl- | 47% | 2508.92 | 40% | 2508.93 | 51% | 2508.61 | 49% | 2202.32 |
R = neopentyl- | 51% | 2564.87 | 47% | 2564.93 | 58% | 2564.90 | 69% | 2258.49 |
R = 1-methylpropyl- | 72% | 2550.88 | 42% | 2550.90 | 77% | 2551.05 | 75% | 2244.46 |
R = 1-methylbutyl- | 71% | 2565.01 | 61% | 2564.95 | 51% | 2564.84 | 91% | 2258.52 |
R = isopentyl- | 45% | 2564.94 | 52% | 2564.78 | 51% | 2564.78 | 55% | 2258.47 |
R = isopentenyl- | 56% | 2562.92 | 41% | 2563.75 | 25% | 2563.30 | 65% | 2256.11 |
R = propargyl- | 39% | 2532.98 | 40% | 2532.64 | 49% | 2532.81 | 42% | 2226.46 |
CCGGUCmUCCAXAACCGG | ||||||||
X = A | X = m6Ac | X = i6Ac | ||||||
34% | 5398.72 | 29% | 5413.92 | 13% | 5467.45 |
aBased on C-18 HPLC analysis.
bMeasured molecular weight of the oligoribonucleotides.
cObtained from modified phosphoramidites.