Liposome solubilization induced by complexation with dimeric β-cyclodextrin

Cho, Eunae; Choi, Jae Min; Jeong, Dae‐Yong; Jun, Bong‐Hyun; Jung, Seunho

doi:10.1007/s10847-014-0431-5

Cited by 9 publications

(3 citation statements)

References 26 publications

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“…Following this, 6 PCD β-CD (or 3 PCD β-CD) and HEPES buffer solution (5 mM, pH 8.0) was added to yield a total concentration of 1 mM. The samples were then heated at 80 °C for 15 min and probe sonicated for 12.5 min using a Sonics VC-505 instrument at 40% of the power used 41 . The resulting solution was filtered through a 0.8 μm filter (Satorius, Minisart), and the milky filtrate was cooled overnight at 4 °C.…”

Section: Methodsmentioning

confidence: 99%

Polydiacetylenyl β-cyclodextrin based smart vesicles for colorimetric assay of arginine and lysine

Cho

Kim

Choi

et al. 2016

Sci Rep

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Selective visualization of arginine and lysine has been explored among 20 amino acids using the hybrid conjugate of β-cyclodextrin (β-CD) and polydiacetylene (PDA). The mono pentacosa-10,12-diynyl aminomethyl group was successfully coupled to either the primary or the secondary face of β-CD, where mono-6-amino-6-deoxy-β-CD or mono-3-amino-3-deoxy-β-CD reacted with the N-hydroxysuccinimide ester of 10,12-pentacosadiynoic acid. In this combinatorial system, the cylindrical β-cyclodextrin functions as a channel for the introduction of the cationic amino acids to the artificial membrane. The membrane perturbation and aggregation by the target amino acids could be exclusively visualized as a blue to red color change based on the responsive polydiacetylene domain. These interesting findings demonstrated that the developed β-CD conjugated PDA system may offer a new method of cell-penetrating mechanism, a promising vector system, as well as impact the production industry of arginine or lysine.

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Section: Methodsmentioning

confidence: 99%

Polydiacetylenyl β-cyclodextrin based smart vesicles for colorimetric assay of arginine and lysine

Cho

Kim

Choi

et al. 2016

Sci Rep

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“…PCDA (4.48 mg, 0.8 mmoL) was dissolved in 1 mL of chloroform, and the organic solvent was removed by purging with N 2 to generate a thin lipid film on the glass surface . Then, SOM‐PCDA and HEPES buffer solution (5 × 10 −3 m , pH 8.0) were added for a total lipid concentration of 1 × 10 −3 m .…”

Section: Methodsmentioning

confidence: 99%

Succinoglycan Octasaccharide Conjugated Polydiacetylene‐Doped Alginate Beads for Barium (II) Detection

Yun

Cho

Dindulkar

et al. 2016

Macro Materials & Eng

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chain, the external stimuli (temperature, pH, solvent, and ligand receptor interactions) causes the accumulation of structural disorder in the conjugated ene-yne array. [1] By the conformational changes, PDA undergoes blue to red color transition and the red phase PDA also emits red fluorescence. [2,3] Consequently, various PDA vesicles have been developed as attractive sensor matrices for the detection of influenza virus, [4] cholera toxin, [5] and receptor proteins. [6] However, the vesicle sensor system has a few limitations such as dilution problems when target compounds with low solubility are applied to the solution system, long term storage stability, and sensitivity problems due to vesicular aggregation. [7] Therefore, the immobilization of PDA-based sensor systems using microfibers, [8] microbeads, [9,10] and film [11] has been studied. In particular, alginate beads can be prepared in mild gelation conditions forming egg box junction with calcium ion based on the alginate structure, and have been widely used as a nontoxic and biocompatible matrix platform. [12] We then Detection methods for heavy metals are important and highly required due to their toxicity to the health of humans and the environment. Hence, using a polydiacetylene (PDA)-based sensoring bead, the presence of barium ions is exclusively detected for the first time. The sensoring platform has been designed as a PDA vesicle functionalized with a succinoglycan octasaccharide subunit serving as a metal coordination ligand. First, the succinoglycan octasaccahride subunit is isolated from Sinorhizobium meliloti, successfully conjugated to pentacosa-10,12-diynoic acid via reductive amination, and the functionalized vesicle system is investigated for color and fluorescence changes targeting nine different metal ions. To further improve the long-term storage stability and convenient handling of the vesicle detection system, the sensory vesicle is immobilized on millimeter-sized alginate beads through the ionotropic gelation method. This study provides an opportunity to design and develop various carbohydrate-based sensor materials.

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“…PCDA (5.04 mg, 0.9 mM) was dissolved in 1 ml of chloroform, and the organic solvent was removed by flowing with N 2 [ 24 ]. Then, thin lipid film was obtained on the glass surface.…”

Section: Methodsmentioning

confidence: 99%

Colorimetric Detection of Some Highly Hydrophobic Flavonoids Using Polydiacetylene Liposomes Containing Pentacosa-10,12-diynoyl Succinoglycan Monomers

et al. 2015

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Flavonoids are a group of plant secondary metabolites including polyphenolic molecules, and they are well known for antioxidant, anti-allergic, anti-inflammatory and anti-viral propertied. In general, flavonoids are detected with various non-colorimetric detection methods such as column liquid chromatography, thin-layer chromatography, and electrochemical analysis. For the first time, we developed a straightforward colorimetric detection system allowing recognition of some highly hydrophobic flavonoids such as alpha-naphthoflavone and beta-naphthoflavone, visually using 10,12-pentacosadiynoic acid (PCDA) derivatized with succinoglycan monomers isolated from Sinorhizobium meliloti. Besides changes in visible spectrum, we also demonstrate fluorescence changes using our detection system in the presence of those flavonoids. The succinoglycan monomers attached to PCDA molecules may function as an unstructured molecular capturer for some highly hydrophobic flavonoids by hydrophobic interactions, and transmit their molecular interactions as a color change throughout the PCDA liposome.

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Liposome solubilization induced by complexation with dimeric β-cyclodextrin

Cited by 9 publications

References 26 publications

Polydiacetylenyl β-cyclodextrin based smart vesicles for colorimetric assay of arginine and lysine

Polydiacetylenyl β-cyclodextrin based smart vesicles for colorimetric assay of arginine and lysine

Succinoglycan Octasaccharide Conjugated Polydiacetylene‐Doped Alginate Beads for Barium (II) Detection

Colorimetric Detection of Some Highly Hydrophobic Flavonoids Using Polydiacetylene Liposomes Containing Pentacosa-10,12-diynoyl Succinoglycan Monomers

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