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手性聚合两亲物 L-酪氨酸和 L-苯丙氨酸在水中形成不同类型的自聚集结构。

Formation of self-aggregated structures of different types in water of chiral polymerizable amphiphiles from L-tyrosine and L-phenylalanine.

机构信息

Industrial Chemistry Laboratory, Council of Scientific and Industrial Research (CSIR), Adyar, Chennai 600 020, India.

出版信息

Langmuir. 2012 Jun 26;28(25):9378-86. doi: 10.1021/la3015095. Epub 2012 Jun 11.

DOI:10.1021/la3015095
PMID:22686136
Abstract

Sodium salts of maleamic acid derivatives from lauryl esters of L-tyrosine (MTNa) and L-phenylalanine (MPNa) were synthesized and characterized. The aggregated structures of MTNa and MPNa in water were investigated, employing several independent methods. MPNa showed secondary aggregated structures in contrast to MTNa at concentrations of >1 × 10(-3) M. The results from dynamic light scattering, transmittance, conductivity, and viscosity measurements suggested the formation of aggregated structures of different types in MTNa and MPNa solutions. The measured fluorescence anisotropy (r) at 0.180 of the fluoroprobe, 1,6-diphenyl-1,3,5-hexatriene (DPH), and the d spacing of 38 Å from small-angle X-ray diffraction (SAXD) experiments confirmed the bilayer structures in MPNa. Scanning electron microscope (SEM) images provided the morphological features. The emulsion produced using MPNa solution was more stable. The confocal fluorescence microscopy image of the emulsion from MPNa confirmed the entrapment of water-soluble dye, rhodamine. The models of MTNa and MPNa molecules and the aggregated structures are presented.

摘要

从 L-酪氨酸(MTNa)和 L-苯丙氨酸(MPNa)的月桂酸酯合成并表征了马来酸酰胺酸衍生物的钠盐。采用几种独立的方法研究了 MTNa 和 MPNa 在水中的聚集结构。与 MTNa 相比,MPNa 在浓度 >1×10(-3) M 时显示出二级聚集结构。动态光散射、透光率、电导率和粘度测量的结果表明,在 MTNa 和 MPNa 溶液中形成了不同类型的聚集结构。荧光各向异性(r)的测量值为 0.180,荧光探针为 1,6-二苯基-1,3,5-己三烯(DPH),从小角度 X 射线衍射(SAXD)实验得到的 d 间距为 38 Å,证实了 MPNa 中的双层结构。扫描电子显微镜(SEM)图像提供了形态特征。使用 MPNa 溶液制备的乳液更稳定。MPNa 乳液的共聚焦荧光显微镜图像证实了水溶性染料罗丹明的包封。呈现了 MTNa 和 MPNa 分子及其聚集结构的模型。

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引用本文的文献

1
pH-responsive aggregation states of chiral polymerizable amphiphiles from L-tyrosine and L-phenyl alanine in water.在水中,手性可聚合两亲物 L-酪氨酸和 L-苯丙氨酸的 pH 响应聚集态。
Langmuir. 2013 May 14;29(19):5734-41. doi: 10.1021/la4008922. Epub 2013 Apr 29.