52071-32-6Relevant academic research and scientific papers
Synthesis and Diversification of Macrocyclic Alkynediyl Sulfide Peptides
Godin, éric,Nguyen Thanh, Sacha,Guerrero-Morales, Javier,Santandrea, Jeffrey,Caron, Antoine,Minozzi, Clémentine,Beaucage, Noémie,Rey, Bastien,Morency, Mathieu,Abel-Snape, Xavier,Collins, Shawn K.
supporting information, p. 14575 - 14579 (2020/10/12)
The synthesis of rare macrocyclic alkynediyl sulfides by a Cu-catalyzed Csp?S cross-coupling is presented. The catalytic protocol (Cu(MeCN)4PF6/dtbbpy) promotes macrocyclization of peptides, dipeptides and tripeptides at ambient temperature (14 examples, 23→73 % yields) via thiols and bromoalkynes, and is chemoselective with regards to terminal alkynes. Importantly, the underexplored alkynediyl sulfide functionality incorporates a rigidifying structural element and opens new opportunities for diversification of macrocyclic frameworks through S oxidation, halide addition and azide–alkyne cycloaddition chemistries to integrate sulfones, halides or valuable fluorophores (7 examples, 37→92 % yields).
Extein residues play an intimate role in the rate-limiting step of protein trans -splicing
Shah, Neel H.,Eryilmaz, Ertan,Cowburn, David,Muir, Tom W.
supporting information, p. 5839 - 5847 (2013/06/04)
Split inteins play an important role in modern protein semisynthesis techniques. These naturally occurring protein splicing domains can be used for in vitro and in vivo protein modification, peptide and protein cyclization, segmental isotopic labeling, an
