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Interaction of Fluorescently Labeled Triethyleneglycol and Peptide Derivatives with β‐Cyclodextrin 下载免费PDF全文
Dr. Mohamed‐Anis Alouini Dr. El‐Farouck Moustoifa Dr. Sandra Rubio‐Albenque Dr. Thomas Berthelot Dr. Suzanne Fery‐Forgues Prof. Gérard Déléris 《Chemphyschem》2014,15(3):444-457
A triethyleneglycol (TEG) chain, a linear peptide, and a cyclic peptide labeled with 7‐methoxycoumarin‐3‐carboxylic acid (MC) and 7‐diethylaminocoumarin‐3‐carboxylic acid (DAC) were used to thoroughly study Förster resonance energy transfer (FRET) in inclusion complexes. 1H NMR evidence was given for the formation of a 1:1 inclusion complex between β‐cyclodextrin (β‐CD) and the fluorophore moieties of model compounds. The binding constant was 20 times higher for DAC than for MC derivatives. Molecular modeling provided additional information. The UV/Vis absorption and fluorescence properties were studied and the energy transfer process was quantified. Fluorescence quenching was particularly strong for the peptide derivatives. The presence of β‐CDs reduced the FRET efficiency slightly. Dye‐labeled peptide derivatives can thus be used to form inclusion complexes with β‐CDs and retain most of their FRET properties. This paves the way for their subsequent use in analytical devices that are designed to measure the activity of matrix metalloproteinases. 相似文献
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Alouini MA Moustoifa el-F Rubio SA Bartegi A Berthelot T Déléris G 《Analytical and bioanalytical chemistry》2012,403(1):185-194
Characterization of matrix metalloprotease (MMP) activities is of increasing interest for cancer prognosis or treatment follow-up.
Indeed, MMP-1, -2 and -9 are widely involved in the growth of many tumors and progression steps such as angiogenesis, invasion,
and metastasis. Fluorogenic peptide MMP substrates were previously synthesized with the aim of detecting MMP activities. One
of their drawbacks is their limited solubility in biological media. Grafting them onto a solid support represented a novel
way to yield efficient analysis devices whilst at the same time decreasing the quantities of peptides used. Novel peptide
arrays were designed in order to detect MMP activities in biological fluids. Silicon plates were used as the solid support
for the design of these novel tools. These were functionalized by organic self-assembled monolayers (SAMs) on which fluorogenic
peptides were covalently coupled. SAM and peptide grafting on silicon plates were confirmed by epifluorescence, ellipsometry,
and FT-IR analysis. Enzymatic assays were monitored by fluorescence spectrometry and showed that immobilized linear peptides
were recognized and cleaved by MMPs. 相似文献
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