消旋型二氟甲基腈鹽酸鹽
| 中文名稱 | 消旋型二氟甲基腈鹽酸鹽 |
|---|---|
| 中文同義詞 | 消旋型二氟甲基腈鹽酸鹽;L-ALPHA-二氟甲基鳥氨酸;L-依氟鳥氨酸;化合物 T11812 |
| 英文名稱 | DFMO |
| 英文同義詞 | ALPHA-DIFLUORO-ME-DL-ORNITHINE;ALPHA-DIFLUOROMETHYL-DL-ORNITHINE;L-alpha-Difluoromethylornithine;DFMO;DL-ALPHA-DIFLUOROMETHYLORNITHINE;H-DL-(F2ME)ORN-OH;H-DL-(ALPHA-DIFLUOROMETHYL)ORN-OH;H-ALPHA-DIFLUORO-ME-DL-ORN-OH |
| CAS號 | 66640-93-5 |
| 分子式 | C6H12F2N2O2 |
| 分子量 | 182.17 |
| EINECS號 | |
| 相關(guān)類別 | |
| Mol文件 | 66640-93-5.mol |
| 結(jié)構(gòu)式 |  |
消旋型二氟甲基腈鹽酸鹽 性質(zhì)
| 沸點 | 347.0±42.0 °C(Predicted) |
|---|---|
| 密度 | 1.293±0.06 g/cm3(Predicted) |
| 儲存條件 | Store at -20°C |
| 溶解度 | 溶于二甲基亞砜 |
| 酸度系數(shù)(pKa) | 1.22±0.44(Predicted) |
KD:1.3±0.3 μM (Ornithine decarboxylase, ODC)
Eflornithine (D/L-DFMO) is an inhibitor of ODC, the first enzyme in eukaryotic polyamine biosynthesis. Both enantiomers of Eflornithine (DFMO) irreversibly inactivate ODC. Both Eflornithine enantiomers (L-Eflornithine and D-Eflornithine) suppress ODC activity in a time- and concentration-dependent manner. The inhibitor dissociation constant (K
D
) values for the formation of enzyme-inhibitor complexes are 28.3±3.4, 1.3±0.3 and 2.2±0.4 μM respectively for D-Eflornithine, L-Eflornithine and Eflornithine. The inhibitor inactivation constants (K
inact
) for the irreversible step were 0.25±0.03, 0.15±0.03 and 0.15±0.03 min
-1
respectively for D-Eflornithine, L-Eflornithine and Eflornithine. Treatment of human colon tumour-derived HCT116 cells with either L-Eflornithine or D- Eflornithine decreases the cellular polyamine contents in a concentration-dependent manner. The enantiomers display different potencies in vitro, with the L-enantiomer having up to a 20-fold higher affinity for the target enzyme ornithine decarboxylase.
The L-Eflornithine also appears to be more potent in cultured
T.brucei gambiense
parasites.
The more potent L-Eflornithine is present at much lower concentrations in both plasma and cerebrospinal fluid (CSF) than those of the D-Eflornithine. The plasma concentrations of L-Eflornithine are on average 52% of the D-enantiomer concentrations. The typical oral clearances of L-Eflornithine and D-eflornithine are 17.4 and 8.23 liters/h, respectively.