93200-08-9Relevant 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.
Modulating β-arrestin 2 recruitment at the δ- And μ-opioid receptors using peptidomimetic ligands
Altman, Ryan A.,Blaine, Arryn T.,Cassell, Robert J.,Cummins, Benjamin R.,Johnson, David K.,Meqbil, Yazan J.,Mores, Kendall L.,Sharma, Krishna K.,Su, Hongyu,Van Rijn, Richard M.
, p. 1958 - 1967 (2021/12/16)
μ-Opioid receptor agonists provide potent and effective acute analgesia; however, their therapeutic window narrows considerably upon repeated administration, such as required for treating chronic pain. In contrast, bifunctional μ/δ opioid agonists, such a
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
, 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.
SYNTHESIS OF CHIRAL OLIGOPEPTIDES BY MEANS OF CATALYTIC ASYMMETRIC HYDROGENATION OF DEHYDROPEPTIDES
Ojima, Iwao,Yoda, Noriko,Yatabe, Momoko,Tanaka, Toshiyuki,Kogure, Tetsuo
, p. 1255 - 1268 (2007/10/02)
Asymmetric hydrogenation of Ac-ΔTyr(Ac)-(S)-Ala-Gly-OMe (6), Ac-ΔTyr(Ac)-(R)-Ala-Gly-(S)-Phe-OMe (7), Ac-ΔPhe-NH-CH(R)-CH2-OCH2Ph (10), HCO-ΔPhe-(S)-Leu-OMe (16), X-AA-ΔPhe-AA'-OMe ( 5: X=tBOC, CBZ, CF3CO; AA, AA'= α-amino acid ), and t
