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Efficient DNA Condensation Induced by Chiral β-Amino Acid-Based Cationic Surfactants
Pi i Boleda, Bernat (Universitat Autònoma de Barcelona. Departament de Química)
Ramisetty, Sravani (The Norwegian University. Department of Physics)
Illa, Ona (Universitat Autònoma de Barcelona. Departament de Química)
Branchadell Gallo, Vicenç (Universitat Autònoma de Barcelona. Departament de Química)
Dias, Rita S. (The Norwegian University. Department of Physics)
Ortuño Mingarro, Rosa María (Universitat Autònoma de Barcelona. Departament de Química)

Data: 2021
Resum: Four cationic chiral amino acid-based surfactants, cis- and trans-1 and cis- and trans-2, have been studied as DNA-condensing agents with enhanced properties and the absence of cell toxicity. The polar head of the surfactant is made of a cyclobutane β-amino acid in which the amino group is a hydrochloride salt and the carboxyl group is involved in an amide bond, allowing the link with hydrophobic C12 (surfactant 1) or C16 (surfactant 2) chains. The ability of these surfactants to condense DNA was investigated using a dye exclusion assay, gel electrophoresis, and circular dichroism and compared with the well-studied dodecyltrimethylammonium bromide (DTAB) and cetyltrimethylammonium bromide (CTAB). The surfactant with the longest chain length and the trans stereochemistry (trans-2) was found to be the most efficient in condensing the DNA, including CTAB. Surfactant cis-2 was found to be less efficient, probably due to its poorer solubility. The β-amino acid surfactants with the shorter chain length behaved similarly, such that the cis/trans stereochemistry does not seem to play a role in this case. Interestingly, these were also found to induce DNA condensation for the same concentration as trans-2 and CTAB but showed a lower binding cooperativity. Therefore, a longer alkyl chain only slightly improved the effectiveness of these surfactants. Further, atomic force microscopy revealed that they compact DNA into small complexes of about 55-110 nm in diameter.
Ajuts: Ministerio de Ciencia e Innovación CTQ2016-77978-R
Drets: Aquest document està subjecte a una llicència d'ús Creative Commons. Es permet la reproducció total o parcial, la distribució, la comunicació pública de l'obra i la creació d'obres derivades, fins i tot amb finalitats comercials, sempre i quan es reconegui l'autoria de l'obra original. Creative Commons
Llengua: Anglès
Document: Article ; recerca ; Versió publicada
Matèria: DNA−surfactant complexes ; Surfactant head group ; Critical association concentration ; Dye exclusion ; Circular dichroism
Publicat a: ACS applied bio materials, Vol. 4, Issue 9 (September 2021) , p. 7034-7043, ISSN 2576-6422

DOI: 10.1021/acsabm.1c00683


10 p, 5.0 MB

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Documents de recerca > Documents dels grups de recerca de la UAB > Centres i grups de recerca (producció científica) > Ciències > Synthesis of Bioactive Organic Compounds and Functional Materials (SynOrgFUN)
Articles > Articles de recerca
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 Registre creat el 2023-05-14, darrera modificació el 2024-02-26



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