Glycosyl-Nucleolipids as New Bioinspired Amphiphiles

Latxague, Laurent; Patwa, Amit; Amigues, Eric; Barthélémy, Philippe

doi:10.3390/molecules181012241

Cited by 14 publications

(13 citation statements)

References 44 publications

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“…1,2 Several LMWGs are suitable for cell culture. [3][4][5][6][7][8] Most of them are based on peptides, but other families of LMWGs are also promising for these applications, based on carbohydrates, 2,9-16 nucleosides [17][18][19][20][21][22][23] or other building blocks. 24 Our objective was to explore some of the simplest members of this family, for cell culture applications and also for other applications in materials chemistry.…”

Section: Introductionmentioning

confidence: 99%

Wet spinning and radial self-assembly of a carbohydrate low molecular weight gelator into well organized hydrogel filaments

et al. 2019

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Section: Introductionmentioning

confidence: 99%

Wet spinning and radial self-assembly of a carbohydrate low molecular weight gelator into well organized hydrogel filaments

et al. 2019

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“…As diC 16 dT is counter-cation dependent to form a gel 29 , it was prepared in 0.9% sodium chloride aqueous solution as a reference and in culture medium (DMEM) or DMEM enriched with sodium chloride. The ratio between culture medium and 0.9% sodium chloride aqueous solution was optimised to induce gel formation in the culture medium.…”

Section: Methodsmentioning

confidence: 99%

“…As a supramolecular strategy involving biomolecules, this approach aims at developing biocompatible hydrogels under mild conditions 28 . Among LMWGs, bioinspired amphiphiles such as nucleotide lipids (NLs) and glycosyl-nucleoside lipids (GNLs) display interesting properties due to their chemical structure [28][29][30][31] . Composed of natural moieties such as nucleosides/nucleotides, sugars and aliphatic chains, these low molecular weight systems exhibit good biocompatibility, biostability and biodegradability.…”

mentioning

confidence: 99%

Nucleotide lipid-based hydrogel as a new biomaterial ink for biofabrication

Dessane

Smirani

Bouguéon

et al. 2020

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One of the greatest challenges in the field of biofabrication remains the discovery of suitable bioinks that satisfy physicochemical and biological requirements. Despite recent advances in tissue engineering and biofabrication, progress has been limited to the development of technologies using polymer-based materials. Here, we show that a nucleotide lipid-based hydrogel resulting from the self-assembly of nucleotide lipids can be used as a bioink for soft tissue reconstruction using injection or extrusion-based systems. To the best of our knowledge, the use of a low molecular weight hydrogel as an alternative to polymeric bioinks is a novel concept in biofabrication and 3D bioprinting. Rheological studies revealed that nucleotide lipid-based hydrogels exhibit suitable mechanical properties for biofabrication and 3D bioprinting, including i) fast gelation kinetics in a cell culture medium and ii) shear moduli and thixotropy compatible with extruded oral cell survival (human gingival fibroblasts and stem cells from the apical papilla). This polymer-free soft material is a promising candidate for a new bioink design.Biofabrication is a growing field in regenerative medicine and represents a promising tool for the construction of complex 3D structures 1-4 . Several approaches 5,6 allow 3D-bioprinted construction to be achieved, with three main techniques: inkjet, laser and extrusion-based bioprinting 7 . Extrusion-based bioprinting (EBB) is one of the most widespread tools used in biofabrication, mainly due to its capacity to build large-volume constructs such as tissue or organ equivalents 5,8 . This technique offers a wide range of opportunities because it is suitable for various polymeric materials including scaffold-based (hydrogels, microcarriers, decellularised matrix components) as well as scaffold-free (cell aggregates) materials 5 .Murphy et al. 1 presented their concept of the "ideal material", which needs to display several features, including printability, biocompatibility, good degradation kinetics, and favourable structural and mechanical properties, as well as material biomimicry. According to recent definitions 9 , a bioink can be defined as "a formulation of cells that is suitable to be processed by an automated biofabrication technology". The presence of cells is a key element, and formulations that do not contain cells or involve the seeding of cells after printing do not qualify as bioinks. The term "biomaterial ink" (BmI) is then used. Consequently, this distinction will be used throughout our work.Hydrogels are commonly used for the formulation of bioinks or BmIs and seem to be promising biomaterials because they are affordable, are easy to handle and can mimic the extracellular matrix 10 . Initial approaches of EBB used synthetic polymers such as polyethylene glycol (PEG) or gelatine methacrylate (GelMA) as scaffold materials, but they suffered from poor biological properties 11 . As an alternative, natural polymers derived from fibrous proteins or peptides have been developed due to their intr...

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“…Different GNL topologies were also considered. Indeed, the sugar moiety was either linked to the nucleobase or the ribose OH‐3′ position, allowing in this latter case potential base pairing ability . However, this review will first focus solely on thymidine‐based GNLs featuring a hydrophobic chain on the 5′‐ribose position ( Figure A) and then on the more recently designed glyconucleoside bolaamphiphile (GNBA) (Figure B).…”

Section: Glyconucleolipidsmentioning

confidence: 99%

Lipid and Nucleic Acid Chemistries: Combining the Best of Both Worlds to Construct Advanced Biomaterials

et al. 2018

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Hybrid synthetic amphiphilic biomolecules are emerging as promising supramolecular materials for biomedical and technological applications. Herein, recent progress in the field of nucleic acid based lipids is highlighted with an emphasis on their molecular design, synthesis, supramolecular properties, physicochemical behaviors, and applications in the field of health science and technology. In the first section, the design and the study of nucleolipids are in focus and then the glyconucleolipid family is discussed. In the last section, recent contributions of responsive materials involving nucleolipids and their use as smart drug delivery systems are discussed. The supramolecular materials generated by nucleic acid based lipids open new challenges for biomedical applications, including the fields of medicinal chemistry, biosensors, biomaterials for tissue engineering, drug delivery, and the decontamination of nanoparticles.

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Glycosyl-Nucleolipids as New Bioinspired Amphiphiles

Cited by 14 publications

References 44 publications

Wet spinning and radial self-assembly of a carbohydrate low molecular weight gelator into well organized hydrogel filaments

Wet spinning and radial self-assembly of a carbohydrate low molecular weight gelator into well organized hydrogel filaments

Nucleotide lipid-based hydrogel as a new biomaterial ink for biofabrication

Lipid and Nucleic Acid Chemistries: Combining the Best of Both Worlds to Construct Advanced Biomaterials

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