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首页> 外文期刊>RSC Advances >Tripeptide consisting of benzyl protected dicysteine and phenylalanine forms spherical assembly and induces cytotoxicity in cancer cells via apoptosis
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Tripeptide consisting of benzyl protected dicysteine and phenylalanine forms spherical assembly and induces cytotoxicity in cancer cells via apoptosis

机译：由苄基受到保护的二丙酯和苯丙氨酸组成的三肽形成球形组装并通过细胞凋亡诱导癌细胞中的细胞毒性

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摘要

The study of peptide derived self-organized nanoarchitectures is an emerging scientific research area due to its potential application in advanced material science, biointerface engineering, therapeutics etc. In the present study, we report the synthesis and detailed biophysical properties of terminally protected tripeptide 'N-Boc-L-Phe-S-benzyl-L-Cys-S-benzyl-L-Cys methyl ester'. The solid state FTIR spectrum reveals an intermolecular hydrogen bonded beta-sheet like backbone in the solid state. Accordingly, secondary conformation of this tripeptide in the liquid state has been investigated by CD spectroscopy, which demonstrates that the tripeptide preferably exists as an unordered conformation in the liquid phase. Morphology of the self-assembled structure adapted by this tripeptide has been determined by atomic force microscopy (AFM), transmission electron microscopy (TEM) and field emission scanning electron microscopy (FESEM). AFM results revealed that the tripeptide self-assembly behaviour is concentration dependent but independent of the solvent system in which the self-assembled structure was formed. Concentrated methanol solution of the tripeptide produces oligomers 800-1050 nm in size, whereas diluted solutions of tripeptide in ethyl acetate solvent constructs oligomers 350-550 nm in size (diameter). Moreover, this tripeptide retains its self-assembled structure in biological environments i.e. DMEM and FBS also. Furthermore, the tripeptide shows potential cytotoxicity towards cancer cell lines. IC50 values were found to be 6.2 to 7.5 mu M against breast (MCF-7, MDA-MB-231) and liver cancer (HepG2) cell lines, estimated by in vitro cell viability assay. Western blot analysis establishes that this tripeptide kills the cancer cells through apoptosis.
机译：肽衍生的自组织纳米建筑研究是一种新兴科学研究区，由于其在本研究中的先进材料科学，生物界面工程，治疗方法等潜在应用。我们报告了终端保护的三肽的合成和详细的生物物理学属性-BOC-L-PHE-S-苄基-L-CYS-S-苯并-L-CYS甲酯'。固态FTIR光谱揭示了固态骨架的分子间氢键β-片。因此，通过CD光谱研究了该三肽在液态中的二次构象，这证明了三肽优选以液相中的无序构象存在。通过本三肽适应的自组装结构的形态已经通过原子力显微镜（AFM），透射电子显微镜（TEM）和场发射扫描电子显微镜（FESEM）确定。 AFM结果表明，三肽自组装行为浓度依赖性，而是独立于形成自组装结构的溶剂系统。三肽的浓缩甲醇溶液的尺寸产生低聚物800-1050nm，而三乙酸乙酸乙酯溶剂溶液的稀释溶液构建寡聚体350-550nm（直径）。此外，该三肽在生物环境中保留了其自组装结构，即DMEM和FBS也。此外，三肽显示出癌细胞系的潜在细胞毒性。发现IC 50值为6.2至7.5μm，对乳腺（MCF-7，MDA-231）和肝癌（HepG2）细胞系，通过体外细胞活力测定估计。 Western印迹分析确定这三肽通过凋亡杀死癌细胞。

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  • 来源
    《RSC Advances》 |2016年第113期|共10页
  • 作者

    Banerji Biswadip; Chatterjee Moumita; Prodhan Chandraday; Chaudhuri Keya;

  • 作者单位

    Indian Inst Chem Biol CSIR Dept Organ &

    Med Chem 4 Raja SC Mullick Rd Kolkata 700032 India;

    Indian Inst Chem Biol CSIR Dept Organ &

    Med Chem 4 Raja SC Mullick Rd Kolkata 700032 India;

    Indian Inst Chem Biol CSIR Mol &

    Human Genet Div 4 Raja SC Mullick Rd Kolkata 700032 India;

    Indian Inst Chem Biol CSIR Mol &

    Human Genet Div 4 Raja SC Mullick Rd Kolkata 700032 India;

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  • 正文语种 eng
  • 中图分类 化学;
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