On-Resin Native Chemical Ligation for Cyclic Peptide Synthesis1,2

2004 ◽  
Vol 69 (12) ◽  
pp. 4101-4107 ◽  
Author(s):  
Judit Tulla-Puche ◽  
George Barany
2014 ◽  
Vol 12 (25) ◽  
pp. 4471-4478 ◽  
Author(s):  
H. van de Langemheen ◽  
M. van Hoeke ◽  
H. C. Quarles van Ufford ◽  
J. A. W. Kruijtzer ◽  
R. M. J. Liskamp

The accessibility to collections, libraries and arrays of cyclic peptides is increasingly important since cyclic peptides may provide better mimics of the loop-like structures ubiquitously present in and – especially – on the surface of proteins.


2021 ◽  
Vol 12 (1) ◽  
Author(s):  
Alexander I. Novichkov ◽  
Anton I. Hanopolskyi ◽  
Xiaoming Miao ◽  
Linda J. W. Shimon ◽  
Yael Diskin-Posner ◽  
...  

AbstractAutocatalytic and oscillatory networks of organic reactions are important for designing life-inspired materials and for better understanding the emergence of life on Earth; however, the diversity of the chemistries of these reactions is limited. In this work, we present the thiol-assisted formation of guanidines, which has a mechanism analogous to that of native chemical ligation. Using this reaction, we designed autocatalytic and oscillatory reaction networks that form substituted guanidines from thiouronium salts. The thiouronium salt-based oscillator show good stability of oscillations within a broad range of experimental conditions. By using nitrile-containing starting materials, we constructed an oscillator where the concentration of a bicyclic derivative of dihydropyrimidine oscillates. Moreover, the mixed thioester and thiouronium salt-based oscillator show unique responsiveness to chemical cues. The reactions developed in this work expand our toolbox for designing out-of-equilibrium chemical systems and link autocatalytic and oscillatory chemistry to the synthesis of guanidinium derivatives and the products of their transformations including analogs of nucleobases.


2008 ◽  
Vol 130 (47) ◽  
pp. 15814-15816 ◽  
Author(s):  
Qian Wan ◽  
Jin Chen ◽  
Yu Yuan ◽  
Samuel J. Danishefsky

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