Conjugated polyene fatty acids as membrane probes: preliminary characterization.

Conjugated polyene fatty acids as membrane probes: preliminary characterization.
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共轭多烯脂肪酸作为膜探针:初步表征。

DOI:
10.1073/pnas.72.5.1649
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发表时间:
1975
影响因子:
11.1
通讯作者:
R. D. Simoni
R. D. Simoni
中科院分区:
综合性期刊1区
文献类型:
--
作者:
L. Sklar;B. Hudson;R. D. Simoni

文献摘要

被引文献

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介绍了荧光共轭多烯脂肪酸作为膜结构探针的应用。合成了α-和β-羟基苯甲酸(顺式、反式、反式、顺式和全部反式-9,11,13,15-十八烷基四烯酸)和在2位含有α-羟基苯甲酸的合成卵磷脂,并测定了它们的吸收和荧光性质。当游离脂肪酸探针或标记的磷脂探针被包含在L-α-二肉豆蔻基卵磷脂、L-α-二棕榈酰卵磷脂或L-α-二硬脂酰基卵磷脂的超声水分散体中时,在特征温度下的荧光变化可检测到相变。相变发生在约23℃(二肉豆蔻基)、44℃(二棕榈酰基)和53℃(双硬脂酰基卵磷脂)。α-羟基苯甲酸与牛血清白蛋白的结合是通过吸收光谱的移动和结合时脂肪酸的量子产率的提高以及牛血清白蛋白中2个色氨酸残基与α-羟基苯甲酸之间的能量转移来衡量的。大约检测到六个结合位点。讨论了这些探针分子的其他应用,包括磷脂/胆固醇分散体的相变,白蛋白上的银杏酸的诱导圆二色,以及银杏酸在生物膜中的生物合成。
The use of fluorescent conjugated polyenoic fatty acids as probes of membrane structure is introduced. alpha- and beta-parinaric acid (cis, trans, trans, cis-, and all trans-9,11,13,15-octadecatetraenoic acid) and synthetic lecithins containing an alpha-parinaric acid chain in position 2 are prepared and their absorption and fluorescence properties are determined. Phase transitions are detected as fluorescence changes at characteristic temperatures when either the free fatty acid probes or the labeled phospholipid probe are included in sonicated aqueous dispersions of L-alpha-dimyristoyl lecithin, L-alpha dipalmitoyl lecithin, or L-alpha-distearoyl lecithin. The phase transitions are detected at about 23 degrees C (dimyristoyl), 44 degrees C (dipalmitoyl), and 53 degrees C (distearoyl lecithin). Binding of alpha-parinaric acid to bovine serum albumin is measured by shifts in the absorption spectrum and enhanced quantum yield of the fatty acid upon binding and by energy transfer between 2 tryptophyl residues in bovine serum albumin and alpha-parinaric acid. Approximately six binding sites are detected. Other applications of these probe molecules, including phase transitions of phospholipid/cholesterol dispersions, induced circular dichroism of parinaric acid bound to albumin, and biosynthetic incorporation of parinaric acid into biological membranes, are discussed.