Department of Chemistry, Laboratory of Peptide and Amyloid Research, Indian Institute of Technology Guwahati, Assam 781039, India.
ACS Appl Bio Mater. 2021 Dec 20;4(12):8343-8355. doi: 10.1021/acsabm.1c00869. Epub 2021 Nov 5.
The morphology and molecular organization of a set of different N-terminal protecting groups containing dipeptides were investigated. The dipeptides consisted of two rigid noncanonical amino acids, Ant and Aib (X-Ant-Aib-OMe; Ant: anthranilic acid and 2-aminobenzoic acid, Aib: 2-aminoisobutyric acid). The change of the N-terminal protecting groups (X = Boc (peptide ), -fluorenylmethoxycarbonyl (Fmoc) (peptide ), -NBS (peptide ), and -NBS (peptide ); NBS = nitrobenzyl sulfonyl group) displayed a characteristic morphological variety. Field emission scanning electron microscopy (FE-SEM), transmission electron microscopy (TEM), and atomic force microscopy (AFM) experiments suggested that while -butyloxycarbonyl (Boc) and -NBS containing peptides exhibited distinct rod-like fiber structures, Fmoc and -NBS containing peptides displayed remarkable vesicular structures. FE-SEM and thermogravimetric analysis (TGA) suggested that peptide nanostructures demonstrated excellent thermal stability in dry conditions. Interestingly, peptides and exhibited a type-III N gas adsorption isotherm. Fluorescence microscopy analysis revealed that nanovesicles formed by peptides and have drug encapsulation properties exemplified by curcumin, rhodamine B, and carboxyfluorescein. These results will help in designing peptide-based nanomaterials for diverse applications.
研究了一组含有二肽的不同 N-末端保护基团的形态和分子组织。这些二肽由两个刚性非典型氨基酸组成，分别是 Ant 和 Aib（X-Ant-Aib-OMe；Ant：邻氨基苯甲酸和 2-氨基苯甲酸，Aib：2-氨基异丁酸）。N-末端保护基团（X = Boc（肽）、-芴甲氧羰基（Fmoc）（肽）、-NBS（肽）和-NBS（肽）；NBS = 硝基苄基磺酰基）的变化显示出特征性的形态多样性。场发射扫描电子显微镜（FE-SEM）、透射电子显微镜（TEM）和原子力显微镜（AFM）实验表明，虽然 Boc 和含-NBS 的肽表现出明显的棒状纤维结构，但含 Fmoc 和-NBS 的肽则表现出明显的囊泡结构。FE-SEM 和热重分析（TGA）表明，肽纳米结构在干燥条件下表现出优异的热稳定性。有趣的是，肽 和 表现出 III 型 N 气体吸附等温线。荧光显微镜分析表明，由肽 和 形成的纳米囊泡具有药物包封性能，以姜黄素、罗丹明 B 和羧基荧光素为例。这些结果将有助于设计用于各种应用的基于肽的纳米材料。
