Preparation of a dansylated fibrate, a new fluorescent tool to study peroxisome proliferation. Effect on hepatic-derived cell lines

Berlot, Jean-Pierre; Grub, Sibylle; Duclos, Sandrine; Causeret, Catherine; Tainturier, G.; Latruffe, Norbert

doi:10.1016/s0300-9084(97)81507-6

Cited by 1 publication

(6 citation statements)

References 15 publications

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“…These signals correspond to the ethyl group of the ester, and they were not present in the fraction of DNS-X. Other signals were similar to those reported before (5).…”

Section: Chemicalssupporting

confidence: 87%

“…DNS-X chemical synthesis; new purification step. The DNS-X synthesis was carried out according to the method previously reported (5). That is, the amide group of bezafibrate was hydrolyzed in a mixture of ethanolic/aqueous 10 M KOH solution (70:30) for 5 h at 100°C.…”

Section: Chemicalsmentioning

confidence: 99%

“…The preparative RP-HPLC was carried out with a Waters µBondapak C 18 125 Å 10 µm, on a 7.8 × 300 mm column, by using acetonitrile/0.01 M acetate buffer at pH 4 (60:40) as the mobile phase at a flow rate of 3.8 mL/min. The other materials and conditions were similar to the previous analytical method (5). The RP-HPLC fractions were collected and evaporated.…”

Section: Chemicalsmentioning

confidence: 99%

“…To elucidate these questions, we synthesized a dansylated fibrate (DNS-X: 2-[4-(N-dansyl-2-aminoethyl) phenoxy]-2methylpropanoic acid) derived from bezafibrate (2-{4-[2-(4chlorobenzamido)ethyl]phenoxy}-2-methylpropanoic acid), a hypolipidemic agent. Such fluorescent probes offer a sensitivity threshold as good as radioactively labeled compounds (5). Moreover, DNS-X was shown to be an in vitro PP in rat hepaticderived Fao cells (5).…”

mentioning

confidence: 99%

“…Such fluorescent probes offer a sensitivity threshold as good as radioactively labeled compounds (5). Moreover, DNS-X was shown to be an in vitro PP in rat hepaticderived Fao cells (5). This fluorescent fibrate has properties similar to those of other fibrates and is able to induce palmitoyl-CoA oxidase activity, a peroxisome proliferation marker (6).…”

mentioning

confidence: 99%

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Properties of a fluorescent bezafibrate derivative (DNS‐X). A new tool to study peroxisome proliferation and fatty acid β‐oxidation

Berlot

Lutz

Malki

et al. 2000

Lipids

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The first peroxisome proliferator-activated receptor (PPAR) was cloned in 1990 by Issemann and Green. Many studies have reported the importance of this receptor in the control of gene expression of enzymes involved in lipid metabolic pathways including mitochondrial and peroxisomal fatty acid beta-oxidation, lipoprotein structure [apolipoprotein (apo) A2, apo CIII], and fatty acid synthase. By using radiolabeled molecules, it was shown that peroxisome proliferators bind and activate PPAR. As an alternative method, we developed a fluorescent dansyl (1-dimethylaminonaphthalene-5-sulfonyl) derivative peroxisome proliferator from bezafibrate (DNS-X), a hypolipidemic agent that exhibits an in vitro peroxisome proliferative activity on rat Fao-hepatic derived cultured cells. However, until now, the effect of this new compound on the liver of animals and subcellular localization was unknown. In addition to in vivo rat studies, we present a more efficient large-scale technique of DNS-X purification. Treating rats (DNS-X in the diet at 0.3% w/w) for 6 d leads to a hepatomegaly and a marked increase in liver peroxisomal palmitoyl-CoA oxidase activity. We also developed a method to localize and quantify DNS-X in tissues or cell compartment organelles. The primarily cytosolic distribution of DNS-X was confirmed by direct visualization using fluorescence microscopy of cultured Fao cells. Finally, transfection assay demonstrated that DNS-X enhanced the PPAR alpha activity as well as other peroxisome proliferators do.

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“…These signals correspond to the ethyl group of the ester, and they were not present in the fraction of DNS-X. Other signals were similar to those reported before (5).…”

Section: Chemicalssupporting

confidence: 87%

Section: Chemicalsmentioning

confidence: 99%

Section: Chemicalsmentioning

confidence: 99%

mentioning

confidence: 99%

mentioning

confidence: 99%

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