Influence of carbohydrate moities on monolayer properties of dialkylglyceryletherglycosides, simple model compounds of the glycolipids of halophilic bacteria

Six, Lambert; Ruess, Klaus-Peter; Liefländer, Manfred

doi:10.1016/0021-9797(83)90390-9

Cited by 10 publications

(5 citation statements)

References 7 publications

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“…10,12-Pentacosadiynoic acid (PCDA) was purchased from Lancaster Co. and dimyristoylphosphatidycholine (DMPC) was purchased from Sigma Corp. Tri(hydroxymethyl)aminomethane (Tris) and bovine serum albumin (BSA) were purchased from Beijing Chemical Reagent Corp. 1,2-Dihexadecanoyl-3-o-β-maltotriosyl-glycerol (DMG) was synthesized in our laboratory according to the method described by Six et al [12] and identified by NMR and IR.…”

Section: Methodsmentioning

confidence: 99%

Biosensor signal amplification of vesicles functionalized with glycolipid for colorimetric detection of Escherichia coli

Jiang

et al. 2005

Journal of Colloid and Interface Science

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Section: Methodsmentioning

confidence: 99%

Biosensor signal amplification of vesicles functionalized with glycolipid for colorimetric detection of Escherichia coli

Jiang

et al. 2005

Journal of Colloid and Interface Science

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“…Chloroform was puriÐed before use and water used in the study was doubly distilled. DGG was synthesized in our laboratory according to the method described by Six et al 21,22 Pure and mixed DGGÈPCDA, DGGÈTCDA monolayers were dissolved in chloroform to a concentration of 1 mM. All surface pressure-area isotherms were measured with a Model HBM face membrane balance (Kaimen Kagaku Co. Ltd., Japan) at 17.5 ^0.5 ¡C.…”

Section: Methodsmentioning

confidence: 99%

Two dimensional phase separation of diacetylenic matrix and glycolipids at the air–water interface

Ma¹,

Li²,

Li³

et al. 2000

New J. Chem.

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The interaction between recognition elements (e.g., receptors) and the photochromic diacetylenic matrix is of great importance in biosensor preparation. The characterization of the miscibility or phase separation of functionalized components is an indispensable step for the design and preparation of biosensors. The interactions between 2,4tricosadiynoic acid (TCDA) and dioctadecyl glycerylether-b-glucosides (DGG) as well as 10,12-pentacosadiynoic acid (PCDA) and DGG were studied by surface pressure-area isotherms and Brewster angle microscopy. It has been found that for a mixed TCDAÈDGG monolayer on water subphase, there existed good miscibility of TCDA and DGG. On the contrary, in a mixed PCDAÈDGG monolayer, the miscibility of PCDA and DGG is poor ; PCDA molecules easily separated from the mixed PCDAÈDGG monolayer during compression and formed a branch-like pattern. This result is consistent with the result obtained in nÈA isotherm and is discussed based on the di †erent position of the diacetylene group in the molecules.

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“…Color response to E. coli with regard to the nature of the polydiacetylenic/glycolipid assembly Vesicles of tricosa-2,4-diynoic acid (2,4-TCDA) or pentacosa-10,12-diynoic acid (10,12-PCDA) as the matrix and a 0.02 molar ratio of a b-glucoside of glycerol dioctadecylether (12, Scheme 2 [61]) were obtained by probe sonication method. When polymerized at 254 nm, the vesicles appeared deeply blue.…”

Section: 2mentioning

confidence: 99%

The use of glycolipids inserted in color-changeable polydiacetylene vesicles, as targets for biological recognition

Boullanger

Lafont

Bouchu

et al. 2007

Comptes Rendus. Chimie

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Topochemical organizations of conjugated diacetylenic acid photochemically polymerize to afford UVevisible absorbing polymers. Under the effect of an external stress caused by combination of the biomolecules to be recognized with the glycolipids on the vesicle surface, changes of conformation in the polymer backbone may result in a color change. Thus, monolayers and vesicles made of conjugated diacetylenic acid and a certain amount of glycolipids can be polymerized as far as the topochemical organization is not disrupted. In the presence of a protein (lectin, IgG, virus, etc.) or a microorganism (E. coli) able to bind with the glycolipid, the recognition at the interface resulted in a color change from blue to red. The synthesis of new glycolipids, and the study of their embedment into polydiacetylenic supramolecular assemblies allowed optimizing recognition parameters with regard to the structures of conjugated diynoic acids, the ideality of polydiacetylenic/glycolipidic mixtures, the polydiacetylene/glycolipid molar ratios, pH or vesicle sizes. The rapidity and the sensitivity of the phenomenon (often visible to the naked eye) together with the simplicity of its quantification (UVevisible spectrum) render it a good candidate for the development of biosensors.

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Influence of carbohydrate moities on monolayer properties of dialkylglyceryletherglycosides, simple model compounds of the glycolipids of halophilic bacteria

Cited by 10 publications

References 7 publications

Biosensor signal amplification of vesicles functionalized with glycolipid for colorimetric detection of Escherichia coli

Biosensor signal amplification of vesicles functionalized with glycolipid for colorimetric detection of Escherichia coli

Two dimensional phase separation of diacetylenic matrix and glycolipids at the air–water interface

The use of glycolipids inserted in color-changeable polydiacetylene vesicles, as targets for biological recognition

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