93200-07-8Relevant academic research and scientific papers
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.
Rapid, one-pot synthesis of urethane-protected tripeptides
Zhu, Yun-Fei,Fuller, William D.
, p. 807 - 810 (2007/10/02)
Urethane-protected tripeptides are synthesized in solution, without isolation of purification of intermediates, using urethane-protected N-carboxyanhydrides as coupling reagents and hydrogenation for removal of N-protection.
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
