Synthesis of new bifluorophoric probes adapted to studies of donor-donor electronic energy transfer in lipid systems

Grechishnikova, Irina V.; Johansson, Lennart B.‐Å.; Molotkovsky, Julian G.

doi:10.1016/0009-3084(96)02537-6

Cited by 21 publications

(6 citation statements)

References 22 publications

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“…[8,9] Double Wittig reaction with bis-phosphorylides and w-functionalised aldehydes or suitably functionalised phosphorylides and bis-aldehydes is also described in the literature. [10] Both methods are expensive and preparation of the final reagents requires many steps.…”

Section: Resultsmentioning

confidence: 99%

General Synthesis and Aggregation Behaviour of a Series of Single‐Chain 1,ω‐Bis(phosphocholines)

Drescher

Meister

Blume

et al. 2007

Chemistry A European J

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The synthesis and physicochemical characterisation of a series of polymethylene-1,omega-bis(phosphocholines) with even-numbered chain lengths between 22 and 32 carbon atoms is described. Two new synthetic strategies for the preparation of long-chain 1,omega-diols as hydrocarbon building blocks are presented. The temperature-dependent self-assembly of the single-chain bolaamphiphiles was investigated by cryo transmission electron microscopy (cryo-TEM), differential scanning calorimetry (DSC), and Fourier transform infrared spectroscopy (FTIR).

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Section: Resultsmentioning

confidence: 99%

General Synthesis and Aggregation Behaviour of a Series of Single‐Chain 1,ω‐Bis(phosphocholines)

Drescher

Meister

Blume

et al. 2007

Chemistry A European J

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“…Indeed, in the case of the alkylene bridging groups, two synthetic approaches could be followed to reach 3 : (i) hydrostannation of 3-(ω-alkenyl)perylenes with tricyclohexyltin hydride and (ii) displacement of halides in (ω-halogenoalkyl)tricyclohexyltins by using perylenyllithium. However, the synthesis of perylene-substituted α-olefins, which could be achieved by the coupling of a ω-alkenyl Grignard reagent with 3-(chloromethyl)perylene, would require several steps involving purification difficulties, owing to the low solubility of the perylene unit. Furthermore, the second route, which is more convergent, is usually favored when delocalized carbanions and primary alkyl halides are used .…”

Section: Resultsmentioning

confidence: 99%

New Perylene-Substituted Organotrialkynyltin Compounds for the Photosensitization of Tin Dioxide

et al. 2003

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New perylene-substituted organotrialkynyltins C10H20Sp−Sn(C⋮CC4H9)3 (1; Sp = −C4H8−, −C6H12−, −CHCH−) have been synthesized in two steps from the tricyclohexyltin analogues in fair to high yields (30−90%). Tricyclohexyltin derivatives were prepared in 50% yields either by coupling of 3-perylenyllithium with a (ω-iodoalkyl)tricyclohexyltin or by hydrostannation of 3-ethynylperylene by tricyclohexyltin hydride. Intermolecular π−π contacts between the perylene units were found in the solid-state structure of 3-(4-(tricyclohexylstannyl)butyl)perylene. The presence of a (tricyclohexylstannyl)- or a (trialkynylstannyl)alkyl substituent does not affect the fluorescence emission properties of the perylene core, whereas an ω-(trichlorostannyl)alkyl or a 2-stannylethynyl group does. Molecules 1 are dye precursors for the photosensitization of nanocrystalline tin dioxide materials.

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“…71 Also using a strategy of activation for the carboxylic acid group, Grechishnikova et al prepared a bisteroid-Rho 101 ester conjugate through the reaction of a bisteroid diol derivative and Rho 101 in the presence of DCC to be used in FRET studies of model systems of biological membranes ( Table 5, entry 4). 72 However, only after the pioneering work reported by Czarnik's group in 1997 and especially over the past 3-4 years a more significant development in the synthesis of 2 0 -rhodamine derivatives has arisen, when the spirolactam (nonfluorescent) to ring-opened amide (fluorescent) process of rhodamine dyes was demonstrated to be attractive in the conception of chemosensors of metal ions (Fig. 3).…”

Section: Modification Of the Carboxylic Acid Group (Position 2 0 )mentioning

confidence: 99%

Synthesis and applications of Rhodamine derivatives as fluorescent probes

2009

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Rhodamine dyes are widely used as fluorescent probes owing to their high absorption coefficient and broad fluorescence in the visible region of electromagnetic spectrum, high fluorescence quantum yield and photostability. A great interest in the development of new synthetic procedures for preparation of Rhodamine derivatives has arisen in recent years because for most applications the probe must be covalently linked to another (bio)molecule or surface. In this critical review the strategies for modification of Rhodamine dyes and a discussion on the variety of applications of these new derivatives as fluorescent probes are given (108 references).

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Synthesis of new bifluorophoric probes adapted to studies of donor-donor electronic energy transfer in lipid systems

Cited by 21 publications

References 22 publications

General Synthesis and Aggregation Behaviour of a Series of Single‐Chain 1,ω‐Bis(phosphocholines)

General Synthesis and Aggregation Behaviour of a Series of Single‐Chain 1,ω‐Bis(phosphocholines)

New Perylene-Substituted Organotrialkynyltin Compounds for the Photosensitization of Tin Dioxide

Synthesis and applications of Rhodamine derivatives as fluorescent probes

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