Table 1.
Yields and chemiluminescence (CL) characterization of the NO addition products of PEIs and their derivatives.
| Compound | NaOMe a | Yield (%) | Total NO release b (μmol/mg) c (D%)d |
|---|---|---|---|
| LMwPEI/NO (3) | 0.2 eq | 49.2 | 2.71 ± 0.28 (18.8 %) |
| LMwPEI/NO (4) | 1.0 eq | 74.8 | 2.76 ± 0.06 (19.2 %) |
| HMwPEI/NO (5) | 0.2 eq | 50.1 | 3.74 ± 0.41 (24.9 %) |
| HMwPEI/NO (6) | 1.0 eq | 68.0 | 3.84 ± 0.20 (26.8 %) |
| PEI-COONa/NO (8) | 1.3 eq | 69.7 | 2.92 ± 0.05 (24.5 %) |
| PEI-PRO/NO (11) | 1.3 eq | 61.2 | 4.15 ± 0.16 (32.2 %) |
a
Sodium methoxide used for NO addition with respect with total amine/carboxylate sites;
b
fresh samples measured in 100 mM phosphate buffer at 37 °C via the CL NOA (with acid addition);
c
Mean ± SD (n ≥ 3);
d
D%: percentage of diazeniumdiolation, based on the total primary and secondary amine sites; this value obtained herein is primarily contributed from the stable secondary amine diazeniumdiolates, given primary amine diazeniumdiolates are very unstable and may have undergone decomposition before NOA measurements.31