Programmed Recognition between Complementary Dinucleolipids To Control the Self‐Assembly of Lipidic Amphiphiles

Autor: Andrés de la Escosura, Sonia Vela-Gallego, Chandan Giri, Maxime Leclercq, José R. Castón, Mathieu Surin, Isabel de la Torre, Sara Morales-Reina
Přispěvatelé: UAM. Departamento de Química Orgánica, Ministerio de Economía y Competitividad (España), Ministerio de Ciencia, Innovación y Universidades (España), Agencia Estatal de Investigación (España), Comunidad de Madrid, European Cooperation in Science and Technology, Universidad Autónoma de Madrid, National Fund for Scientific Research (Belgium)
Jazyk: angličtina
Předmět:
Zdroj: Chemistry – A European Journal
Biblos-e Archivo. Repositorio Institucional de la UAM
instname
Biblos-e Archivo: Repositorio Institucional de la UAM
Universidad Autónoma de Madrid
Digital.CSIC. Repositorio Institucional del CSIC
ISSN: 1521-3765
0947-6539
1082-1090
DOI: 10.1002/chem.201904217
Popis: This is the peer reviewed version of the following article: Morales‐Reina, S., Giri, C., Leclercq, M., Vela‐Gallego, S., de la Torre, I., Caston, J. R., ... & de la Escosura, A. (2020). Programmed Recognition between Complementary Dinucleolipids To Control the Self‐Assembly of Lipidic Amphiphiles. Chemistry–A European Journal, 26(5), 1082-1090, which has been published in final form at https://doi.org/10.1002/chem.201904217. This article may be used for non-commercial purposes in accordance with Wiley Terms and Conditions for Use of Self-Archived Versions.
One of the major goals in systems chemistry is to create molecular assemblies with emergent properties that are characteristic of life. An interesting approach toward this goal is based on merging different biological building blocks into synthetic systems with properties arising from the combination of their molecular components. The covalent linkage of nucleic acids (or their constituents: nucleotides, nucleosides and nucleobases) with lipids in the same hybrid molecule leads, for example, to the so-called nucleolipids. Herein, we describe nucleolipids with a very short sequence of two nucleobases per lipid, which, in combination with hydrophobic effects promoted by the lipophilic chain, allow control of the self-assembly of lipidic amphiphiles to be achieved. The present work describes a spectroscopic and microscopy study of the structural features and dynamic self-assembly of dinucleolipids that contain adenine or thymine moieties, either pure or in mixtures. This approach leads to different self-assembled nanostructures, which include spherical, rectangular and fibrillar assemblies, as a function of the sequence of nucleobases and chiral effects of the nucleolipids involved. We also show evidence that the resulting architectures can encapsulate hydrophobic molecules, revealing their potential as drug delivery vehicles or as compartments to host interesting chemistries in their interior.
Research in Madrid received support from the Spanish Ministry of Economy and Competitivity (MINECO: CTQ‐2014‐53673‐P, CTQ‐2017‐89539‐P, and EUIN2017‐87022). This work was also supported in part by grants to JRC from MINECO (BFU2017‐88736‐R), and Comunidad Autónoma de Madrid (P2018/NMT‐4389). A.d.l.E. and M.S. thank the interdisciplinary framework provided by the European COST Action CM1304 (“Emergence and evolution of complex chemical systems”). A.d.l.E. and C.G. acknowledge the “Programme for Post‐Doctoral Talent Attraction to CEI UAM+CSIC—Intertalentum” (GA 713366). Research in Mons was supported by the Wallonia Region and the Fund for Scientific Research (FNRS, Belgium) under the grants MIS No. F.4532.16 (SHERPA) and EOS No. 30650939 (PRECISION). Confocal fluorescence microscopy was performed with the help of Sylvia Gutierrez Erlandsson, from the Advanced Light Microscopy Service of Centro Nacional de Biotecnologia (CNB). The professional editing service NB Revisions was used for technical preparation of the text prior to submission.
Databáze: OpenAIRE
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