Dipartimento di Scienze Farmaceutiche, Università degli Studi di Milano, via Venezian 21, 20133, Milano, Italy.
Department of Molecular Biochemistry and Pharmacology, Istituto di Ricerche Farmacologiche Mario Negri IRCCS, 20156, Milano, Italy.
Chemistry. 2022 Jul 1;28(37):e202200693. doi: 10.1002/chem.202200693. Epub 2022 May 23.
Self-assembly of biomolecules such as peptides, nucleic acids or their analogues affords supramolecular objects, exhibiting structures and physical properties dependent on the amino-acid or nucleobase composition. Conjugation of the peptide diphenylalanine (FF) to peptide nucleic acids triggers formation of self-assembled structures, mainly stabilized by interactions between FF. In this work we report formation of homogeneous chiral fibers upon self-assembly of the hybrid composed of the tetraphenylalanine peptide (4F) conjugated to the PNA dimer adenine-thymine (at). In this case nucleobases seem to play a key role in determining the morphology and chirality of the fibers. When the PNA "at" is replaced by guanine-cytosine dimer "gc", disordered structures are observed. Spectroscopic characterization of the self-assembled hybrids, along with AFM and SEM studies is reported. Finally, a structural model consistent with the experimental evidence has also been obtained, showing how the building blocks of 4Fat arrange to give helical fibers.
生物分子（如多肽、核酸或其类似物）的自组装提供了超分子物体，表现出的结构和物理性质取决于氨基酸或碱基组成。将多肽二苯丙氨酸（FF）与肽核酸（PNA）缀合会触发自组装结构的形成，主要由 FF 之间的相互作用稳定。在这项工作中，我们报告了由与 PNA 二聚体腺嘌呤-胸腺嘧啶（at）缀合的四苯丙氨酸肽（4F）组成的杂化物自组装形成均一的手性纤维。在这种情况下，碱基似乎在确定纤维的形态和手性方面起着关键作用。当 PNA“at”被鸟嘌呤-胞嘧啶二聚体“gc”取代时，观察到无序结构。报道了自组装杂化物的光谱特性以及 AFM 和 SEM 研究。最后，还获得了与实验证据一致的结构模型，展示了 4Fat 的构建块如何排列形成螺旋纤维。
