Table 1.
Photolysis (5 mW LED at 365 nm) of alkyl-Cbls in phosphate buffered saline.
| ß-axial Substituent | K OW a | k (s−1)b | Φc | |
|---|---|---|---|---|
| 3 | methyl | 1.09 | 0.10 ± 0.01 | 0.35 ± 0.02 |
| 4 | ethyl | 1.33 | 0.13 ± 0.02 | 0.44 ± 0.05 |
| 5 | propyl | 1.75 | 0.087 ± 0.006 | 0.31 ± 0.02 |
| 6 | isobutyl | 2.08 | 0.084 ± 0.007 | 0.29 ± 0.02 |
| 7 | decyl | 4.67 | 0.04 ± 0.02 | 0.14 ± 0.06 |
| 8 | cyclopropyl | 1.25 | 0.026 ± 0.003 | 0.09 ± 0.01 |
| 9 | cyclopropylmethyl | 1.58 | 0.099 ± 0.004 | 0.34 ± 0.01 |
| 10 | cyclobutyl | 1.67 | 0.064 ± 0.006 | 0.22 ± 0.02 |
| 11 | cyclobutylmethyl | 2.00 | 0.083 ± 0.006 | 0.29 ± 0.01 |
| 12 | cyclohexylmethyl | 2.83 | 0.045 ± 0.004 | 0.16 ± 0.01 |
| 13 | 1-aminopropyl | 0.17 | 0.079 ± 0.002 | 0.27 ± 0.01 |
| 14 | 1-carboxyethyl | 0.35 | 0.10 ± 0.01 | 0.34 ± 0.05 |
| 15 | 1-amino-1-carboxypropyl | -0.41 | 0.066 ± 0.005 | 0.23 ± 0.02 |
| 16 | 1-methoxy-1-oxopentyl | 1.44 | 0.074 ± 0.008 | 0.26 ± 0.03 |
| 17 | 1-carboxypentyl | 1.60 | 0.07 ± 0.01 | 0.23 ± 0.04 |
| 18 | 1-amino-1-oxohexyl | 0.95 | 0.07 ± 0.01 | 0.23 ± 0.04 |
The octanol water partition coefficient was calculated using ChemDraw 20.0.
Photolysis rate from the average of three trials per conjugate.
The quantum yields were calculated using methyl-Cbl as the actinometer.38