Development of an efficient liquid-phase peptide synthesis protocol using a novel fluorene-derived anchor support compound with Fmoc chemistry; AJIPHASE®

被引：36

作者：

Takahashi, Daisuke ^{[1
]}

Yamamoto, Takashi ^{[2
]}

机构：

[1] Ajinomoto Co Inc, Res Inst Biosci Prod & Fine Chem, Yokkaich, Mie 5100885, Japan

[2] Ajinomoto Pharmaceut Co Ltd, Exploratory Res Labs, Kawasaki Ku, Kawasaki, Kanagawa 2108681, Japan

来源：

TETRAHEDRON LETTERS | 2012年 / 53卷 / 15期

关键词：

Liquid-phase peptide synthesis; Fluorene-derived anchor support molecule; AJIPHASE (R); FRAGMENTS;

D O I：

10.1016/j.tetlet.2012.02.006

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The development of a novel fluorene-type anchor support molecule and a liquid-phase peptide synthesis protocol (AJIPHASE((R))) is reported. With this support molecule, the synthesis of a protected peptide with a free carboxyl group could be carried out by repeated coupling/deprotection reactions and isolation by simple precipitation. Cleavage is performed under mild acidic conditions (2% TFA/CHCl3 or hexafluoroisopropanol) to release the products in good yield and purity. There were no signs of either diketopiperazine formation or the removal of protective groups in the side-chain. (C) 2012 Elsevier Ltd. All rights reserved.

引用

页码：1936 / 1939

页数：4

共 8 条

[1] Novel diphenylmethyl-Derived Amide Protecting Group for Efficient Liquid-Phase Peptide Synthesis: AJIPHASE
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Yano, Tatsuya
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ORGANIC LETTERS, 2012, 14 (17) : 4514 - 4517
[2] Liquid-Phase Synthesis of Bridged Peptides Using Olefin Metathesis of a Protected Peptide with a Long Aliphatic Chain Anchor
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ORGANIC LETTERS, 2015, 17 (03) : 696 - 699
[3] Synthesis of Biologically Active Hydrophobic Peptide by Using Novel Polymer Support: Improved Fmoc Solid Phase Methodology
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[4] Synthesis of Biologically Active Hydrophobic Peptide by Using Novel Polymer Support: Improved Fmoc Solid Phase Methodology
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[5] Highly Efficient Continuous Flow Liquid-Phase Peptide Synthesis Using a Soluble Hydrophobic Tag
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[6] Development of a Novel Liquid-Phase Peptide Synthesis (LPPS) on Anchors Bearing a Long Aliphatic Chain: AJI-PHASETM
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JOURNAL OF PEPTIDE SCIENCE, 2023, 29 (12)
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