Literature DB >> 22920411

Novel diphenylmethyl-derived amide protecting group for efficient liquid-phase peptide synthesis: AJIPHASE.

Daisuke Takahashi1, Tatsuya Yano, Tatsuya Fukui.   

Abstract

An efficient method for the synthesis of peptides bearing an amide at the C-terminal is described. This method involves the attachment of a C-terminal protecting group bearing long aliphatic chains, followed by the repetition of simple reaction and precipitation steps with the combined advantages of liquid-phase peptide synthesis (LPPS) and solid-phase peptide synthesis (SPPS). Using this method, a hydrophobic peptide was successfully synthesized in good yield and high purity, which cannot be obtained satisfactorily by SPPS.

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Year:  2012        PMID: 22920411     DOI: 10.1021/ol302002g

Source DB:  PubMed          Journal:  Org Lett        ISSN: 1523-7052            Impact factor:   6.005


  5 in total

Review 1.  Greening the synthesis of peptide therapeutics: an industrial perspective.

Authors:  Vincent Martin; Peter H G Egelund; Henrik Johansson; Sebastian Thordal Le Quement; Felix Wojcik; Daniel Sejer Pedersen
Journal:  RSC Adv       Date:  2020-11-24       Impact factor: 4.036

2.  A Convenient Protecting Group for Uridine Ureido Nitrogen: (4,4'-Bisfluorophenyl)methoxymethyl group.

Authors:  Katsuhiko Mitachi; David Mingle; Michio Kurosu
Journal:  Synthesis (Stuttg)       Date:  2021-03-25       Impact factor: 2.969

3.  AJIPHASE®: A Highly Efficient Synthetic Method for One-Pot Peptide Elongation in the Solution Phase by an Fmoc Strategy.

Authors:  Daisuke Takahashi; Tatsuji Inomata; Tatsuya Fukui
Journal:  Angew Chem Int Ed Engl       Date:  2017-06-07       Impact factor: 15.336

4.  Liquid Phase Peptide Synthesis via One-Pot Nanostar Sieving (PEPSTAR).

Authors:  Jet Yeo; Ludmila Peeva; Seoyeon Chung; Piers Gaffney; Daeok Kim; Carla Luciani; Sergey Tsukanov; Kevin Seibert; Michael Kopach; Fernando Albericio; Andrew Livingston
Journal:  Angew Chem Int Ed Engl       Date:  2021-02-24       Impact factor: 15.336

5.  Silylated Tag-Assisted Peptide Synthesis: Continuous One-Pot Elongation for the Production of Difficult Peptides under Environmentally Friendly Conditions.

Authors:  Shinya Yano; Toshihiro Mori; Hideki Kubota
Journal:  Molecules       Date:  2021-06-08       Impact factor: 4.411

  5 in total

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