Synthesis and preliminary evaluation of perfluoroalkylacyl carnitines as surfactants for biomedical use

Nivet, J.-B.; Blanc, Maurice; Jg, Riess

doi:10.1016/0223-5234(91)90138-d

Cited by 22 publications

(15 citation statements)

References 17 publications

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“…PC hydrochloride was synthesized from l ‐carnitine and palmitoyl chloride by a modified protocol (see Supporting Information) as described in the literature . To study the effects of LC acylcarnitines on glucose homeostasis, PC was administered intraperitoneally at a dose of 50 mg/kg.…”

Section: Methodsmentioning

confidence: 99%

Acute and long‐term administration of palmitoylcarnitine induces muscle‐specific insulin resistance in mice

et al. 2017

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Acylcarnitine accumulation has been linked to perturbations in energy metabolism pathways. In this study, we demonstrate that long-chain (LC) acylcarnitines are active metabolites involved in the regulation of glucose metabolism in vivo. Single-dose administration of palmitoylcarnitine (PC) in fed mice induced marked insulin insensitivity, decreased glucose uptake in muscles, and elevated blood glucose levels. Increase in the content of LC acylcarnitine induced insulin resistance by impairing Akt phosphorylation at Ser473. The long-term administration of PC using slow-release osmotic minipumps induced marked hyperinsulinemia, insulin resistance, and glucose intolerance, suggesting that the permanent accumulation of LC acylcarnitines can accelerate the progression of insulin resistance. The decrease of acylcarnitine content significantly improved glucose tolerance in a mouse model of dietinduced glucose intolerance. In conclusion, we show that the physiological increase in content of acylcarnitines ensures the transition from a fed to fasted state in order to limit glucose metabolism in the fasted state. In the fed state, the inability of insulin to inhibit LC acylcarnitine production induces disturbances in glucose uptake and metabolism. The reduction of acylcarnitine content could be an effective strategy to improve insulin sensitivity.

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Section: Methodsmentioning

confidence: 99%

Acute and long‐term administration of palmitoylcarnitine induces muscle‐specific insulin resistance in mice

et al. 2017

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“…Fluorinated surfactants have particular properties such as thermal and chemical stability, high surface activity and low critical micelle concentration [1][2][3][4][5][6][7][8]. In this field, our research directed to the synthesis of amphiphilic perfluorinated molecules having specific properties leads us to structures containing peptidoamines [9].…”

Section: Introductionmentioning

confidence: 99%

Efficient synthesis of new perfluorinated or hybrid amphiphilic surfactants

Cosgun

Gérardin‐Charbonnier

Amos

et al. 2004

Journal of Fluorine Chemistry

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“…Thus, fluorocarbons are under close scrutiny for temporary blood replacement together with more specific applications such as medical imaging, cancer therapy, organ preservation, etc. However, owing to their great hydrophobicity these compounds have to be emulsified in order to be used in biological aqueous media (Mattiasson and Adlercreutz, 1987;Nivet et al, 1991). They may also supply oxygen to immobilized cells (Cho and Wang, 1988;King et al, 1989).…”

Section: Introductionmentioning

confidence: 99%

Synthesis of perfluoroalkylated?-alanine and some peptide derivatives: An access to original surfactants

et al. 1999

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Synthesis and preliminary evaluation of perfluoroalkylacyl carnitines as surfactants for biomedical use

Cited by 22 publications

References 17 publications

Acute and long‐term administration of palmitoylcarnitine induces muscle‐specific insulin resistance in mice

Acute and long‐term administration of palmitoylcarnitine induces muscle‐specific insulin resistance in mice

Efficient synthesis of new perfluorinated or hybrid amphiphilic surfactants

Synthesis of perfluoroalkylated?-alanine and some peptide derivatives: An access to original surfactants

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