5184-17-8Relevant articles and documents
Peptide-Chain Elongation Using Unprotected Amino Acids in a Micro-Flow Reactor
Fuse, Shinichiro,Masuda, Koshiro,Otake, Yuma,Nakamura, Hiroyuki
supporting information, p. 15091 - 15097 (2019/11/13)
Conventional peptide synthesis requires a deprotection step after each amidation step, which decreases synthetic efficiency. Therefore, peptide synthesis using unprotected amino acids is considered an ideal approach. Here, we report peptide chain elongati
Scandium(III) triflate-promoted serine/threonine-selective peptide bond cleavage
Ni, Jizhi,Sohma, Youhei,Kanai, Motomu
supporting information, p. 3311 - 3314 (2017/03/22)
The site-selective cleavage of peptide bonds is an important chemical modification that is useful not only for the structural determination of peptides, but also as an artificial modulator of peptide/protein function and properties. Here we report site-selective hydrolysis of peptide bonds at the Ser and Thr positions with a high conversion yield. This chemical cleavage relies on Sc(iii)-promoted N,O-acyl rearrangement and subsequent hydrolysis. The method is applicable to a broad scope of polypeptides with various functional groups, including a post-translationally modified peptide that is unsuitable for enzymatic hydrolysis. The system was further extended to site-selective cleavage of a native protein, Aβ1-42, which is closely related to the onset of Alzheimer's disease.
Recyclable hypervalent iodine(III) reagent iodosodilactone as an efficient coupling reagent for direct esterification, amidation, and peptide coupling
Tian, Jun,Gao, Wen-Chao,Zhou, Dong-Mei,Zhang, Chi
supporting information; experimental part, p. 3020 - 3023 (2012/08/07)
A hypervalent iodine(III) reagent plays a novel role as an efficient coupling reagent to promote the direct condensation between carboxylic acids and alcohols or amines to provide esters, macrocyclic lactones, amides, as well as peptides without racemization. The regeneration of iodosodilactone (1) can also be readily achieved. The intermediate acyloxyphosphonium ion C from the activation of a carboxylic acid is thought to be involved in the present esterification reaction.