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恶臭物质的分子结构及其对 1,2-二油酰基-sn-甘油-3-磷酸胆碱分子层的掩蔽作用的影响。

Effects of the Molecular Structure of Malodor Substances and Their Masking on 1,2-Dioleoyl--glycero-3-phosphocholine Molecular Layers.

机构信息

Graduate School of Integrated Sciences for Life, Hiroshima University, 1-3-1 Kagamiyama, Higashihiroshima, Hiroshima 739-8526, Japan.

Graduate School of Arts and Sciences, The University of Tokyo, 3-8-1 Komaba, Meguro-ku, Tokyo 153-8902, Japan.

出版信息

Langmuir. 2024 Apr 2;40(13):6878-6883. doi: 10.1021/acs.langmuir.3c03796. Epub 2024 Mar 19.

Abstract

Certain odors have been shown not only to cause health problems and stress but also to affect skin barrier function. Therefore, it is important to understand olfactory masking to develop effective fragrances to mask malodors. However, olfaction and olfactory masking mechanisms are not yet fully understood. To understand the mechanism of the masking effect that has been studied, the responses of several target substance (TS) molecules-1,2-dioleoyl--glycero-3-phosphocholine (DOPC) mixed molecular layers to odorant (OD) molecules were examined as a simple experimental model of epithelial cellular membranes injured by TS molecules. Here, we examined -2-nonenal, 1-nonanal, -2-decenal, and 1-decanal as TS molecules to clarify the effects of double bonds and hydrocarbon chain lengths on the phospholipid molecular layer. In addition, benzaldehyde and cyclohexanecarboxaldehyde were utilized as OD molecules to clarify the masking effect of the aromatic ring. Surface pressure ()-area () isotherms were measured to clarify the adsorption or desorption of TS and OD molecules on the DOPC molecular layer. In addition, Fourier transform infrared spectroscopy was performed to clarify the interactions among DOPC, TS, and OD molecules. We found that TS molecules with and without double bonds had different effects on the DOPC molecular layer and that molecules with shorter chain lengths had greater effects on the DOPC molecular layer. Furthermore, OD molecules with aromatic rings counteracted the effects of the TS molecules. On the basis of this research, not only a detailed mechanism by which odor molecules affect lipid membranes without mediating olfactory receptors is elucidated but also more effective OD molecules with masking effects are proposed.

摘要

某些气味不仅会导致健康问题和压力,还会影响皮肤屏障功能。因此,了解嗅觉掩蔽作用对于开发有效的掩蔽异味的香料非常重要。然而,嗅觉和嗅觉掩蔽机制尚未完全了解。为了理解已经研究过的掩蔽效应的机制,研究了几种目标物质 (TS) 分子-1,2-二油酰基-甘油-3-磷酸胆碱 (DOPC) 混合分子层对气味 (OD) 分子的响应,作为上皮细胞细胞膜损伤的简单实验模型由 TS 分子引起。在这里,我们检查了 -2-壬烯醛、1-壬醛、-2-癸烯醛和 1-癸醛作为 TS 分子,以阐明双键和碳氢链长度对磷脂分子层的影响。此外,苯甲醛和环己烷羧酸醛被用作 OD 分子,以阐明芳香环的掩蔽效应。测量表面压力 ()-面积 () 等温线以阐明 TS 和 OD 分子在 DOPC 分子层上的吸附或解吸。此外,进行傅里叶变换红外光谱以阐明 DOPC、TS 和 OD 分子之间的相互作用。我们发现,具有和不具有双键的 TS 分子对 DOPC 分子层有不同的影响,并且具有较短碳链长度的分子对 DOPC 分子层的影响更大。此外,具有芳香环的 OD 分子抵消了 TS 分子的作用。在此研究的基础上,不仅阐明了气味分子在不介导嗅觉受体的情况下影响脂质膜的详细机制,而且还提出了具有掩蔽效果的更有效的 OD 分子。

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