Peura P, Mackenzie P, Koivusaari U, Lang M
Mol Pharmacol. 1982 Nov;22(3):721-4.
Alterations in membrane fluidity caused by alcohols and tetrahydro-beta-carbolines (THBCs) have been studied. Dipalmitoylphosphatidylcholine vesicles were used as a membrane preparation, and changes in the fluidity were revealed by two fluorescent probes: 1-anilinonaphthalene-8-sulfonic acid (1,8-ANS) and N-phenylnaphthylamine (NPN). It was found that THBCs, which are condensation products of tryptamine and formaldehyde or acetaldehyde, were at least 2 orders of magnitude more potent in causing fluidity changes than the comparable alcohols (methanol and ethanol). Both 1,8-ANS (binding close to the polar end of the phospholipid molecules) and NPN (binding to the hydrophobic region of the membrane) were able to reveal changes in membrane fluidity, although there were differences between the behavior of the two probes. The condensation product of acetaldehyde--the primary metabolite of ethanol--and tryptamine were found to be 200-300 times more potent in causing fluidity changes than ethanol itself (as determined with both 1,8-ANS and NPN).
人们已经研究了酒精和四氢-β-咔啉(THBCs)引起的膜流动性变化。使用二棕榈酰磷脂酰胆碱囊泡作为膜制剂,并通过两种荧光探针揭示流动性的变化:1-苯胺基萘-8-磺酸(1,8-ANS)和N-苯基萘胺(NPN)。研究发现,THBCs是色胺与甲醛或乙醛的缩合产物,在引起流动性变化方面比同类酒精(甲醇和乙醇)至少强2个数量级。1,8-ANS(结合在磷脂分子的极性末端附近)和NPN(结合到膜的疏水区域)都能够揭示膜流动性的变化,尽管这两种探针的行为存在差异。乙醛(乙醇的主要代谢产物)与色胺的缩合产物在引起流动性变化方面比乙醇本身强200-300倍(通过1,8-ANS和NPN测定)。