Trifluoromethylated proline analogues as efficient tools to enhance the hydrophobicity and to promote passive diffusion transport of the l-prolyl-l-leucyl glycinamide (PLG) tripeptide

Martin Oliver; Charlène Gadais; Júlia García-Pindado; Meritxell Teixidó; Nathalie Lensen; Grégory Chaume; Thierry Brigaud

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Trifluoromethylated proline analogues as efficient tools to enhance the hydrophobicity and to promote passive diffusion transport of the l-prolyl-l-leucyl glycinamide (PLG) tripeptide

机译：三氟甲基化脯氨酸类似物可作为增强L-脯氨酰基-1-亮氨酰甘氨酰胺（PLG）三肽的疏水性并促进其被动扩散运输的有效工具

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摘要

The synthesis of four CF _(3) -proline analogues of the PLG peptide is reported. Our results show that the incorporation of trifluoromethylated amino acids (Tfm-AAs) at the N-terminal position of a peptide significantly increases its hydrophobicity. In addition, depending on the relative configuration and the position of the CF _(3) group, Tfm-AAs can also promote passive diffusion transport.

机译：报道了PLG肽的四个CF 3（脯氨酸）类似物的合成。我们的结果表明，在肽的N端位置掺入三氟甲基化氨基酸（Tfm-AAs）会显着增加其疏水性。另外，取决于CF_（3）基团的相对构型和位置，Tfm-AAs还可以促进被动扩散传输。

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《RSC Advances》 |2018年第26期|共6页
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Martin Oliver; Charlène Gadais; Júlia García-Pindado; Meritxell Teixidó; Nathalie Lensen; Grégory Chaume; Thierry Brigaud;
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1. Trifluoromethylated proline analogues as efficient tools to enhance the hydrophobicity and to promote passive diffusion transport of the l-prolyl-l-leucyl glycinamide (PLG) tripeptide [J] . Oliver Martin, Gadais Charlene, Garcia-Pindado Julia, RSC Advances . 2018,第26期

机译：三氟甲基化脯氨酸类似物作为提高疏水性的有效工具，促进L-脯氨酰-L-甘油酰胺（PLG）三肽的被动扩散传递
2. Incorporation of Trifluoromethylated Proline and Surrogates into Peptides: Application to the Synthesis of Fluorinated Analogues of the Neuroprotective Glycine-Proline-Glutamate (GPE) Tripeptide [J] . Simon Julien, Pytkowicz Julien, Lensen Nathalie, The Journal of Organic Chemistry . 2016,第13期

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4. Ability of the hydrophobic FGF and basic TAT peptides to promote cellular uptake of recombinant Cre recombinase: A tool for efficient genetic engineering of mammalian genomes [O] . Michael Peitz, Kurt Pfannkuche, Klaus Rajewsky, 2002

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5. Trifluoromethylated proline analogues as efficient tools to enhance the hydrophobicity and to promote passive diffusion transport of the l-prolyl-l-leucyl glycinamide (PLG) tripeptide [O] . Martin Oliver, Charlène Gadais, Júlia García-Pindado, 2018

机译：三氟甲基化脯氨酸类似物作为提高疏水性的有效工具，促进L-脯氨酰-L-甘油酰胺（PLG）三肽的被动扩散传递

Trifluoromethylated proline analogues as efficient tools to enhance the hydrophobicity and to promote passive diffusion transport of the l-prolyl-l-leucyl glycinamide (PLG) tripeptide

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