Chiou J S, Ma S M, Kamaya H, Ueda I
Department of Anesthesia, University of Utah School of Medicine, Salt Lake City.
Science. 1990 May 4;248(4955):583-5. doi: 10.1126/science.2159183.
Anesthesia "cutoff" refers to the phenomenon of loss of anesthetic potency in a homologous series of alkanes and their derivatives when their sizes become too large. In this study, hydrogen bonding of 1-alkanol series (ethanol to eicosanol) to dipalmitoyl-L-alpha-phosphatidylcholine (DPPC) was studied by Fourier transform infrared spectroscopy (FTIR) in DPPC-D2O-in-CCl4 reversed micelles. The alkanols formed hydrogen bonds with the phosphate moiety of DPPC and released the DPPC-bound deuterated water, evidenced by increases in the bound O-H stretching signal of the alkanol-DPPC complex and also in the free O-D stretching band of unbound D2O. These effects increased according to the elongation of the carbon chain of 1-alkanols from ethanol (C2) to 1-decanol (C10), but suddenly almost disappeared at 1-tetradecanol (C14). Anesthetic potencies of these alkanols, estimated by the activity of brine shrimps, were linearly related to hydrogen bond-breaking activities below C10 and agreed with the FTIR data in the cutoff at C10.
麻醉“截止”是指在同系列烷烃及其衍生物中，当其分子尺寸变得过大时麻醉效力丧失的现象。在本研究中，通过傅里叶变换红外光谱（FTIR）在二棕榈酰-L-α-磷脂酰胆碱（DPPC）-D₂O-四氯化碳反胶束体系中研究了1-链烷醇系列（从乙醇到二十烷醇）与DPPC的氢键作用。链烷醇与DPPC的磷酸基团形成氢键并释放与DPPC结合的氘代水，这通过链烷醇-DPPC复合物中结合的O-H伸缩信号以及未结合的D₂O的游离O-D伸缩带的增加得以证明。这些效应随着1-链烷醇碳链从乙醇（C₂）延长至1-癸醇（C₁₀）而增强，但在1-十四烷醇（C₁₄）时突然几乎消失。通过卤虫活性估算的这些链烷醇的麻醉效力，在C₁₀以下与氢键断裂活性呈线性相关，并且在C₁₀处的截止点与FTIR数据一致。
