60117-17-1Relevant academic research and scientific papers
A new reagent, 2-[phenyl(methyl)sulfonio]ethyl-4-nitro-phenylcarbonate tetrafluoroborate (Pms-ONp), for preparing water-soluble N-protected amino acids
Hojo, Keiko,Maeda, Mitsuko,Takahara, Yuka,Yamamoto, Sachiko,Kawasaki, Koichi
, p. 2849 - 2851 (2003)
Peptide syntheses are performed in various organic solvents, the disposal of which is an environmental problem. To avoid this problem, peptide synthesis in water using reagents of low toxicity is desirable. For peptide synthesis in water, we previously re
Solid-phase peptide synthesis in water. Part 3: A water-soluble N-protecting group, 2-[phenyl(methyl)sulfonio]ethoxycarbonyl tetrafluoroborate, and its application to solid phase peptide synthesis in water
Hojo, Keiko,Maeda, Mitsuko,Kawasaki, Koichi
, p. 1875 - 1886 (2007/10/03)
Chemical synthesis of peptides has been performed in various organic solvents, but the safe disposal of organic solvents is now an important environmental issue. Our aim is to be able to perform solid-phase peptide synthesis in water. For this, we have designed a new water-soluble N-protecting group, 2-[phenyl(methyl)sulfonio]ethoxycarbonyl (Pms), and have studied its introduction onto amino acids. Pms-amino acids were prepared by treating 2-(phenylthio)ethoxycarbonyl amino acids with methyl iodide in the presence of silver tetrafluoroborate. Because sulfur-containing amino acids, such as Met and Cys, were modified by the reaction, we designed a new reagent, 2-[phenyl(methyl)sulfonio]ethyl-4-nitrophenyl carbonate, to introduce the Pms group on amino acids. This reagent is a stable crystalline material and its introduction onto amino acids (including sulfur-containing amino acids) was successful. The solid-phase synthesis of Leu- and Met-enkephalin amides using Pms-protected amino acids was successfully achieved in water.
Catalytic Transfer Hydrogenation in Pepetide Synthesis: Synthesis of 5- and 5-enkephalins
Sivanandaiah, K. M.,Gurusiddappa, S.
, p. 857 - 859 (2007/10/02)
The simplicity in the removal of N-protecting groups like benzyloxycarbonyl employed in peptide synthesis by catalytic transfer hydrogenation at room temperature using formic acid in presence of palladium black has been demonstrated by the synthesis of the opioid pentapeptides 5- and 5-enkephalins.
SOLID-PHASE SYNTHETIC ROUTES TO ENKEPHALIN DERIVATIVES
Bello, Carlo Di,Lucchiari, Adriana,Buso, Orfeo
, p. 617 - 620 (2007/10/02)
The solid-phase synthesis of several analogues of enkephalin is reported.Purification methods, characterization criteria, and synthetic strategies are discussed.
