Direct Enantioselective Indolylation of Peptidyl Imine for the Synthesis of Indolyl Glycine-Containing Peptides
摘要:
A novel synthetic method involving the direct application of a catalytic asymmetric reaction to peptides was developed. The conditions optimized for the model asymmetric reaction of a simple alpha-imino amide with an indole derivative were successfully applied to an asymmetric Friedel Crafts reaction of alpha-imino peptide possessing a hydrophobic anchor to afford the indolyl glycine-containing peptide. This novel strategy will be of great value for the synthesis of the biologically important peptides bearing varieties of unnatural amino acids.
PRECIPITATION PROMOTER AND PRECIPITATION METHOD IN WHICH SAME IS USED
申请人:AJINOMOTO CO., INC.
公开号:US20170320904A1
公开(公告)日:2017-11-09
Precipitation promoters, which are an organic compound having one or more linear aliphatic hydrocarbon groups having not less than 10 carbon atoms, wherein the aliphatic hydrocarbon group has not less than 20 carbon atoms in total are useful for precipitating an organic compound protected by an organic group having one or more aliphatic hydrocarbon groups having not less than 10 carbon atoms from a solvent.
Compounds having a diphenylmethane skeleton are superior in broad utility and stability, and are useful as a protecting reagent (anchor) of amino acid and/or peptide in the liquid phase synthesis and the like of a peptide having a C-terminal etc., which are of a carboxamide(-CONHR)-type, and in organic synthetic reaction methods (particularly peptide liquid phase synthetic methods), and may be contained in a kit for peptide liquid phase synthesis.
Bridged peptides including stapled peptides are attractive tools for regulating protein–protein interactions (PPIs). An effective synthetic methodology in a heterogeneous system for the preparation of these peptidesusing olefin metathesis and hydrogenation of protected peptides with a long aliphatic chain anchor is reported.
Optimized reaction conditions for the tag‐assisted liquid‐phasesynthesis of peptoids are reported. A peptoid heptamer was obtained in >90% crude purity at an elevated temperature and in chloroform. This liquid‐phase peptoid synthesis can be an alternative method for preparing large quantities of peptoid oligomers.