Nilsson E, Gyllenhammar H, Lerner R, Palmblad J, Ringertz B
Department of Medicine, Karolinska Institute at Södersjukhuset, Stockholm, Sweden.
Scand J Immunol. 1991 Apr;33(4):357-63. doi: 10.1111/j.1365-3083.1991.tb01782.x.
20-trifluoromethyl-leukotriene B4 (20CF3-LTB4) is a stable derivative of leukotriene B4 (LTB4) that is not subjected to omega-oxidation to less active metabolites. 20CF3-LTB4 was as potent as LTB4 as a chemotactic, adhesion-promoting and aggregatory agent for human neutrophils, but had only 11 +/- 3% of the ability to induce an oxidative response. Nonetheless, both compounds were equally efficient in order to confer a rapid and monophasic increment of the concentration of cytosolic calcium. The kinetics of the calcium, aggregatory and chemiluminescent responses to 20CF3-LTB4 were similar to that of LTB4. These findings suggest that the insertion of the trifluoromethyl group into the LTB4 molecule causes a shift of the biological activity profile, suggesting that 20CF3-LTB4 binds mainly to high affinity LTB4 receptors. Moreover, the similarity of the response kinetics of LTB4 and 20CF3-LTB4 suggests that the mechanism for the rapid and transient responses of LTB4 is not due to its omega-oxidation.
20-三氟甲基白三烯B4（20CF3-LTB4）是白三烯B4（LTB4）的一种稳定衍生物，不会发生ω-氧化生成活性较低的代谢产物。20CF3-LTB4作为人中性粒细胞的趋化、促黏附和聚集剂，其效力与LTB4相当，但诱导氧化反应的能力仅为LTB4的11±3%。尽管如此，两种化合物在使胞质钙浓度快速单相增加方面同样有效。对20CF3-LTB4的钙、聚集和化学发光反应动力学与LTB4相似。这些发现表明，将三氟甲基引入LTB4分子会导致生物活性谱发生变化，提示20CF3-LTB4主要与高亲和力LTB4受体结合。此外，LTB4和20CF3-LTB4反应动力学的相似性表明，LTB4快速和瞬时反应的机制并非由于其ω-氧化。
