81638-86-0Relevant articles and documents
Environmentally Conscious In-Water Peptide Synthesis Using Boc Strategy
Fujiwara, Suzuko,Hojo, Keiko,Inai, Hoshito,Manabe, Yuki,Tsuda, Yuko
, (2022/01/24)
Seeking a more environmentally balanced method of peptide synthesis, we are focusing on developing organic solvent-free synthetic methods using water, an environmentally friendly solvent. In current peptide synthesis, the most common building blocks are Boc- and Fmoc-protected amino acids, which are highly soluble in organic solvents. We previously reported a technique for solid-phase peptide synthesis in water that utilizes Fmoc-amino acids converted to water-dispersible nanoparticles. The Boc strategy is well-known to be suitable for the industrial chemistry and green chemistry, because only gases are generated without any other by-products in the deprotection step of Boc group. Here we summarize in-water both liquid and solid-phase method using Boc-amino acids based on MW-assisted coupling reaction of nanosized reactants, nanoparticles and nanomicelles.
Peptide synthesis 'in water' by a solution-phase method using water-dispersible nanoparticle Boc-amino acid
Hojo, Keiko,Ichikawa, Hideki,Onishi, Mare,Fukumori, Yoshinobu,Kawasaki, Koichi
experimental part, p. 487 - 492 (2012/05/20)
Regulatory pressure has compelled the chemical manufacturing industry to reduce the use of organic solvents in synthetic chemistry, and there is currently a strong focus on replacing these solvents with water. Here, we describe an efficient in-water solution-phase peptide synthesis method using Boc-amino acids. It is based on a coupling reaction utilizing suspended water-dispersible nanoparticle reactants. Using this method, peptides were obtained in good yield and with high purity.
O-(N-ACYLAMINOACYL)-2-PYRIDYLMETHYLKETOXIMES AND THEIR USE IN PEPTIDE SYNTHESIS
Plucinski, Tomasz,Kupryszewski, Gotfryd
, p. 573 - 582 (2007/10/02)
Preparation of Leu-enkephalin, Met-enkephalin and one analog of Leu-enkephalin by using O-(N-acylaminoacyl)-2-pyridylketoximes is described.Both the side products and the unreacted active amino acid derivatives were removed by utilizing the formation of a copper complex with 2-pyridylmethylketoxime.