Fluorescence Studies of Pyrene-Labeled Cholesterol-Bearing Polymer Films

Yusa, Shin-ichi; Kakimoto, Kazumi; Yamamoto, Tohei; Morishima, Yotaro

doi:10.1002/1521-3927(20010201)22:4<253::aid-marc253>3.0.co;2-o

Cited by 4 publications

(2 citation statements)

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“…Cholesterol, as a component of real and model biological membranes, has been examined extensively in an effort to understand its direct and indirect effect on the overall organization of lipid bilayer structures. − Cholesterol has a strong tendency to aggregate, both in aqueous and organic phases, via van der Waals interactions, and this behavior has been examined extensively in an effort to design and prepare novel low-molecular-weight organic gelators. , This property may lead to aggregation when cholesterol structures are immobilized on the substrate surfaces by means of flexible linkers, resulting in compositionally heterogeneous adlayer structures. To date, however, the use of cholesterol derivatives as a structural modification agent in self-assembled monolayers has not been explored extensively, with only a few studies of SAMs containing cholesterol moieties on planar substrates having been reported. , The fluorescence behavior of pyrene-labeled cholesterol-bearing polymer films has been reported previously, , but the structural organization of the polymer films is sufficiently different than that of SAMs that information from that work is not directly comparable to the results we report here.…”

Section: Introductioncontrasting

confidence: 51%

“…To date, however, the use of cholesterol derivatives as a structural modification agent in selfassembled monolayers has not been explored extensively, with only a few studies of SAMs containing cholesterol moieties on planar substrates having been reported. 38,39 The fluorescence behavior of pyrene-labeled cholesterol-bearing polymer films has been reported previously, 40,41 but the structural organization of the polymer films is sufficiently different than that of SAMs that information from that work is not directly comparable to the results we report here.…”

Section: Introductionmentioning

confidence: 46%

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Probing the Effects of Cholesterol on Pyrene-Functionalized Interfacial Adlayers

2007

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We have synthesized a novel set of pyrene-functionalized, covalently bound surface adlayers with and without cholesterol derivatives coadded to the adlayer. We have deposited these adlayers on quartz, oxidized silicon wafers, and indium-doped tin oxide coated substrates. The addition of tethered cholesterol to the adlayer creates a hydrophobic, likely disordered, microenvironment in which the surface-bound pyrene resides. X-ray photoelectron spectroscopy measurements demonstrate the covalent attachment of both cholesterol and pyrene in our adlayers. The presence of the cholesterol moieties gives rise to a reduction in film thickness, as measured ellipsometrically, and contact angle data indicate significant surface heterogeneity. Steady-state fluorescence data show that the presence of cholesterol moieties reduces the extent of pyrene excimer formation and provides a less polar environment for the chromophore. Fluorescence lifetime measurements on surface-bound pyrene were biexponential, consistent with multiple local environments, regardless of whether tethered cholesterol was present or not. Cyclic voltammetry reveals competition between the pyrene and cholesterol moieties for binding to available surface sites on the epoxide-terminated surface-binding layer we use.

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Section: Introductioncontrasting

confidence: 51%

Section: Introductionmentioning

confidence: 46%

Probing the Effects of Cholesterol on Pyrene-Functionalized Interfacial Adlayers

2007

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Synthesis and solution properties of poly(vinyl ether)s with long alkyl chain, biphenyl, and cholesteryl pendants

Seno

Date

Kanaoka

et al. 2008

J. Polym. Sci. A Polym. Chem.

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The judicious choice of reaction conditions permitted living cationic polymerization of vinyl ethers with bulky and strongly interacting pendant groups, such as crystalline long alkyl chains and liquid crystalline mesogenic structures, using appropriate combinations of Lewis acids with added bases. Thus, well‐defined random and block copolymers with various pendants were also synthesized. Highly sensitive UCST‐type phase separation in various organic solvents was achieved employing crystallization of octadecyl pendants of homopolymers and random copolymers. This phase separation behavior is unusual for a polymer‐organic solvent system. Furthermore, thermally induced reversible physical gelation was conducted using this thermosensitive behavior. These specific pendants were very effective not only in organic media but also in water, in obtaining hydrogels with relatively low polymer concentrations. © 2008 Wiley Periodicals, Inc. J Polym Sci Part A: Polym Chem 46: 4392–4406, 2008

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Heterobifunctional poly(ε-caprolactone): Synthesis of α-cholesterol-ω-pyrene PCL via combination of ring-opening polymerization and “click” chemistry

Erdagi

Doğancı

Uyanık

et al. 2016

Reactive and Functional Polymers

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Fluorescence Studies of Pyrene-Labeled Cholesterol-Bearing Polymer Films

Cited by 4 publications

References 12 publications

Probing the Effects of Cholesterol on Pyrene-Functionalized Interfacial Adlayers

Probing the Effects of Cholesterol on Pyrene-Functionalized Interfacial Adlayers

Synthesis and solution properties of poly(vinyl ether)s with long alkyl chain, biphenyl, and cholesteryl pendants

Heterobifunctional poly(ε-caprolactone): Synthesis of α-cholesterol-ω-pyrene PCL via combination of ring-opening polymerization and “click” chemistry

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