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N -Methylated tetrapeptide synthesis via sequential filtration procedures based on Teflon TM immobilization utilizing the properties of fluorous 9-fluorenylmethyl ester

Tetrahedron Letters, ISSN: 0040-4039, Vol: 124, Page: 154606
2023
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Article Description

A simple and convenient Teflon TM -based method for N -methyltetrapeptide purification relying on fluorous 9-fluorenylmethanol as a C -terminal protecting group was developed. Fluorous compound–protected peptides supported on Teflon TM powder could be easily transferred between the fluorous solid phase (Teflon TM ) and the liquid phase (reaction solution) by tuning the hydrophobicity of the solvent. Fluorous peptides present in a homogeneous state in solution during each elongation reaction were immobilized on Teflon TM at the end of each reaction by adjusting the hydrophobicity of the reaction solution, and they could be isolated by simple filtration, affording the facile synthesis of the corresponding N -methylated tetrapeptide.

Bibliographic Details

Kotaro Ishihara; Yota Tanaka; Yamato Kato; Kazuki Ishihara; Nodoka Ieda; Sakura Mizuno; Yuna Hagiwara; Akihiro Nagaya; Takayuki Nagatsuka; Takayuki Shioiri; Masato Matsugi

Elsevier BV

Biochemistry, Genetics and Molecular Biology; Pharmacology, Toxicology and Pharmaceutics; Chemistry

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