Synthesis and study of the complex formation of a cationic alkyl-chain bola amino alcohol with DNA: in vitro transfection efficiency

Paiva, David; Markowski, Thomas; Dobner, Bodo; Brezesinski, Gerald; Möhwald, Helmuth; Pereira, Maria do Carmo; Rocha, Sandra

doi:10.1007/s00396-015-3710-9

Cited by 7 publications

(4 citation statements)

References 47 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…In 2015, a structurally simple BA was introduced by Paiva et al ( 2015 ) that featured quaternary ammonium and primary alcohol head groups separated by a 22-carbon hydrocarbon linker. Here again, it was found that the BA can function as a standalone DNA binding material (bolaplex) or a component of a more complex formulation utilizing traditional cationic lipids such as 1,2-dioleoyl-3-trimethylammonium-propane (DOTAP).…”

Section: Bolaamphiphiles In Gene Deliverymentioning

confidence: 99%

Biomedically Relevant Applications of Bolaamphiphiles and Bolaamphiphile-Containing Materials

et al. 2021

View full text Add to dashboard Cite

Bolaamphiphiles (BAs) are structurally segmented molecules with rich assembly characteristics and diverse physical properties. Interest in BAs as standalone active agents or as constituents of more complex therapeutic formulations has increased substantially in recent years. The preorganized amphiphilicity of BAs allows for a range of biological activities including applications that rely on multivalency. This review summarizes BA-related research in biomedically relevant areas. In particular, we review BA-related literature in four areas: gene delivery, antimicrobial materials, hydrogels, and prodrugs. We also discuss several distinguishing characteristics of BAs that impact their utility as biomedically relevant compounds.

show abstract

Section: Bolaamphiphiles In Gene Deliverymentioning

confidence: 99%

Biomedically Relevant Applications of Bolaamphiphiles and Bolaamphiphile-Containing Materials

et al. 2021

View full text Add to dashboard Cite

show abstract

“…18,194 The liposome of bolaamphiphiles (denoted as bolasome) has been explored as a nonviral vector because it has decent transfection efficiency and a large room to load genes, peptides, 195 or proteins, 196 while viral vectors can deliver only nucleic acids. 197,198 In addition, bolasomes offer diverse tailored activity such as specific cell recognition and enhanced transfection efficiency which are implanted through the peptide design. The robust bolasomes can be disassembled by external stimuli in a controlled manner, 187 which is particularly relevant for targeted delivery.…”

Section: Stimuli-responsive Electrical Materialsmentioning

confidence: 99%

“…Bolaamphiphile is a promising constituent of gene carriers. Compared to the conventional liposomes made of phospholipids or other ionic lipids with a single hydrophilic head group, the bolaamphiphile assemblies display higher mechanical stability with the capability to fuse into the target cells. , The liposome of bolaamphiphiles (denoted as bolasome) has been explored as a nonviral vector because it has decent transfection efficiency and a large room to load genes, peptides, or proteins, while viral vectors can deliver only nucleic acids. , In addition, bolasomes offer diverse tailored activity such as specific cell recognition and enhanced transfection efficiency which are implanted through the peptide design. The robust bolasomes can be disassembled by external stimuli in a controlled manner, which is particularly relevant for targeted delivery.…”

Section: Applications Of the Self-assembled Peptidic And Amino Acid B...mentioning

confidence: 99%

Self-Assembling Peptidic Bolaamphiphiles for Biomimetic Applications

Lee

Kim

Lee

2021

ACS Biomater. Sci. Eng.

View full text Add to dashboard Cite

Bolaamphiphile, which is a class of amphiphilic molecules, has a unique structure of two hydrophilic head groups at the ends of the hydrophobic center. Peptidic bolaamphiphiles that employ peptides or amino acids as their hydrophilic groups exhibit unique biochemical activities when they self-organize into supramolecular structures, which are not observed in a single molecule. The self-assembled peptidic bolaamphiphiles hold considerable promise for imitating proteins with biochemical activities, such as specific affinity toward heterogeneous substances, a catalytic activity similar to a metalloenzyme, physicochemical activity from harmonized amino acid segments, and the capability to encapsulate genes like a viral vector. These diverse activities give rise to large research interest in biomaterials engineering, along with the synthesis and characterization of the assembled structures. This review aims to address the recent progress in the applications of peptidic bolaamphiphile assemblies whose densely packed peptide motifs on their surface and their stacked hydrophobic centers exhibit unique protein-like activity and designer functionality, respectively.

show abstract

“…100 The symmetric multivalent bola 18 transfected HEK293, HepG2, NiH3T3, and HeLa, and 4T1 cells with luciferase (N/P 8, no helper lipid), with high cell viability (80-90%). 101 Compound C 6 C 22 C 6 19, a gemini (see section 3) with Chart 4 Bola-amphiphiles for transfection.…”

Section: Bola-amphiphilesmentioning

confidence: 99%