Table 18.
Spectroscopic Properties of Isomorphic Nucleoside Analogs in Watera
| # | Name | λmax (ε) | λem | Φ | τ |
|---|---|---|---|---|---|
| 6.126 | 2-aminopurine | 303 (6.8) | 370 | 0.68 | 7.0 |
| 6.127 | 2,6-diaminopurine | 280 (10.0b) | 350 | 0.01 | - |
| 6.128 | formycin | 295 (0.8c) | 340 | 0.06 | <1 |
| 6.129 | 8-vinyl-6-aminopurined | 290 (12.6) | 382 | 0.66 | 4.7 |
| 6.130 | 2-amino-6-(2-thienyl)purinee | 297 (9.9), 348 (14.0) | 434 | 0.41 | - |
| 6.131 | 2-amino-6-(2-thiazolyl)purinee | 297 (8.8), 359 (9.6) | 461 | 0.46 | - |
| 6.132 | 5-methyl-2-pyrimidinone (m5K) | 280 | 400 | - | 4.09f |
| 6.133 | Pyrrolo-dC (pC)e | 350 (5.9)d | 460 | 0.2 | - |
| 6.138 | 5-(fur-2-yl)dU | 316 (11.0) | 431 | 0.03 | 1.0 |
| 6.139 | 5-(fur-2-yl)U | 254 (12.3), 316 | 440 | 0.035 | - |
| 6.140 | 5-(thiophen-2-yl)dU | 314 (9.0) | 434 | 0.01 | - |
| 6.141 | 5-(thiophen-2-yl)U | 315 (8.7) | 439 | 0.024 | - |
| 6.142 | 5-(oxazol-2-yl)dU | 296 (10.0) | 400 | <0.01 | - |
| 6.143 | 5-(thiazol-2-yl)dU | 316 (11.5) | 404 | <0.01 | - |
| 6.144 | 5-(fur-2-yl)dC | 310 (5.0) | 443 | 0.02 | - |
| 6.145 | 8-(fur-2-yl)A | 304 (18.0) | 374 | 0.69 | - |
| 6.146 | 8-(fur-2-yl)G | 294 (16.0) | 378 | 0.57 | - |
| 6.147 | 2’-deoxyisoinosineg | 242 (2.9), 314 (4.6), | 382 | - | - |
| 6.148 | phenyl-UDP-Glc | 278 | 403 | - | - |
| 6.149 | 4-methoxyphenyl-UDP-Glc | 278 | 444 | - | - |
| 6.150 | 4-chlorophenyl-UDP-Glc | 281 | 398 | - | - |
| 6.151 | 2-furyl-UDP-Glc | 314 | 437 | - | - |
| 6.152 | 8-(benzyltriazol-4-yl)Ah | 290 (16.0) | 344 | 0.64 | - |
| 6.153 | 8-(phenylethyltriazol-4-yl)Ah | 289 (21.0) | 342 | 0.63 | - |
| 6.154 | 8-(pyridin-4-ylmethyltriazol-4-yl)Ah | 289 (16.0) | 346 | 0.49 | - |
| 6.155 | 8-(isopentyltriazol-4-yl)Ah | 289 (18.0) | 343 | 0.62 | - |
| 6.156 | 8-(pentyltriazol-4-yl)Ah | 289 (17.0) | 342 | 0.62 | - |
| 6.157 | 8-(3-aminophenyltriazol-4-yl)Ah | 296 (24.0) | 402 | 0.38 | - |
| 6.158 | 8-(4-methoxyphenyltriazol-4-yl)Ah | 294 (23.0) | 370 | 0.03 | - |
| 6.159 | 8-(4-tolyltriazol-4-yl)Ah | 294 (21.0) | 368 | 0.05 | - |
| 6.160 | 8-(4-chlorophenyltriazol-4-yl)Ah | 294 (21.0) | 396 | 0.05 | - |
| 6.161 | N-Thieno[3,2-d]-dRi | 293 | 350 | 0.02 | - |
| 6.162 | N-Thieno[3,2-d]-R | 292 | 351 | 0.058 | - |
| 6.163 | 4-Thieno [3,2-d]-dR | 294 | 351 | 0.037 | - |
| 6.164 | Thieno[3,4-d]-U | 304 (3.65) | 412 | 0.48 | - |
| 6.165 | BTUj | 333, 344 | 383 | 0.48 | - |
| 6.166 | 5-aza-7-deazapurine-2’-deoxyribosidek | 250 | 410,500 | - | - |
| 6.167 | Quinazolinedione | 307l (2.34) 306m (2.07) |
370 354 |
0.31 - |
- - |
| 6.168 | 5-MeOQuinazolinedione | 320l (6.27) 314m (6.13) |
395 362 |
0.16 - |
- - |
| 6.169 | 3-MeOQuinazolinedione | 298l (6.33) 297m (5.00), 306m (4.82) |
356 335 |
0.08 - |
- - |
a
λ, ε, and τ are given in nm, 103 M−1cm−1, and ns respectively.
b
For ε282542
c
For ε318543 Spectra were collected in buffer
d
pH=7.5 (HEPES) and
e
pH=7.0.
f
For singly modified oligonucleotides; stated to be similar to the free nucleoside.544
g
Data from Seela and Chen.545
h
Data from Grotli et al.546
I
Data from Seaman.547
j
Data was collected in MeOH.548
k
Data was collected in MeCN.549
l
Data was collected in phosphate buffer (pH=7.0),
m
Data collected in dioxane.