Department of Chemical Engineering, Massachusetts Institute of Technology, Cambridge, Massachusetts 02139, USA.
J Phys Chem B. 2011 Feb 17;115(6):1394-402. doi: 10.1021/jp109866q. Epub 2011 Jan 11.
Sulforhodamine B (SRB), a common fluorescent dye, is often considered to be a purely hydrophilic molecule, having no impact on bulk or interfacial properties of aqueous solutions. This assumption is due to the high water solubility of SRB relative to most fluorescent probes. However, in the present study, we demonstrate that SRB is in fact an amphiphile, with the ability to adsorb at an air/water interface and to incorporate into sodium dodecyl sulfate (SDS) micelles. In fact, SRB reduces the surface tension of water by up to 23 mN/m, and the addition of SRB to an aqueous SDS solution induces a significant decrease in the cmc of SDS. Molecular dynamics simulations were conducted to gain a deeper understanding of these findings. The simulations revealed that SRB has defined polar "head" and nonpolar "tail" regions when adsorbed at the air/water interface as a monomer. In contrast, when incorporated into SDS micelles, only the sulfonate groups were found to be highly hydrated, suggesting that the majority of the SRB molecule penetrates into the micelle. To illustrate the implications of the amphiphilic nature of SRB, an interesting case study involving the effect of SRB on ultrasound-mediated transdermal drug delivery is presented.
磺基罗丹明 B(SRB)是一种常见的荧光染料,通常被认为是一种纯粹的亲水性分子,对水溶液的总体或界面性质没有影响。这种假设是基于 SRB 相对于大多数荧光探针具有较高的水溶性。然而,在本研究中,我们证明了 SRB 实际上是一种两亲性物质,能够在气/水界面上吸附,并能掺入十二烷基硫酸钠(SDS)胶束中。事实上,SRB 将水的表面张力降低了多达 23 mN/m,并且向含有 SDS 的水溶液中添加 SRB 会导致 SDS 的 cmc 显著降低。进行了分子动力学模拟以更深入地了解这些发现。模拟表明,当 SRB 作为单体在气/水界面上吸附时,它具有定义明确的极性“头”和非极性“尾”区域。相比之下,当掺入 SDS 胶束中时,仅发现磺酸盐基团高度水合,这表明 SRB 分子的大部分都渗透到胶束中。为了说明 SRB 的两亲性质的含义,我们提出了一个有趣的案例研究,涉及 SRB 对超声介导的经皮药物传递的影响。