Efficient Synthesis of Protein Mimics by Sequential Native Chemical Ligation

2014 ◽  
Vol 16 (8) ◽  
pp. 2138-2141 ◽  
Author(s):  
Helmus van de Langemheen ◽  
H. (Linda) C. Quarles van Ufford ◽  
John A. W. Kruijtzer ◽  
Rob M. J. Liskamp
Keyword(s):  
Native Chemical Ligation ◽  
Efficient Synthesis ◽  
Chemical Ligation ◽  
Protein Mimics

Efficient synthesis of longer Aβ peptides via removable backbone modification

2016 ◽  
Vol 14 (22) ◽  
pp. 5012-5018 ◽  
Author(s):  
Chao Zuo ◽  
Shan Tang ◽  
Yan-Yan Si ◽  
Zhipeng A. Wang ◽  
Chang-Lin Tian ◽  
...  
Keyword(s):  
Chemical Synthesis ◽  
New Method ◽  
Native Chemical Ligation ◽  
Efficient Synthesis ◽  
Chemical Ligation ◽  
Aβ Peptides ◽  
Backbone Modification

This paper describes a new method for the efficient chemical synthesis of longer Aβ peptides with the combination of the RBM strategy and native chemical ligation.

Scaffolded multiple cyclic peptide libraries for protein mimics by native chemical ligation

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
Keyword(s):  
Cyclic Peptides ◽  
Cyclic Peptide ◽  
Peptide Libraries ◽  
Native Chemical Ligation ◽  
Chemical Ligation ◽  
Protein Mimics

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.

Efficient synthesis of cysteine-rich cyclic peptides through intramolecular native chemical ligation of N-Hnb-Cys peptide crypto-thioesters

2017 ◽  
Vol 15 (2) ◽  
pp. 316-319 ◽  
Author(s):  
Victor P. Terrier ◽  
Agnès F. Delmas ◽  
Vincent Aucagne
Keyword(s):  
Cyclic Peptides ◽  
Native Chemical Ligation ◽  
Synthetic Route ◽  
Efficient Synthesis ◽  
Chemical Ligation

We herein introduce a straightforward synthetic route to cysteine-containing cyclic peptides. It is based on the intramolecular native chemical ligation of thioesters generated in situ from N-Hnb-Cys crypto-thioesters. The strategy is applied to a representative range of natural cyclic disulfide-rich peptide sequences.

scholarly journals Autocatalytic and oscillatory reaction networks that form guanidines and products of their cyclization

2021 ◽  
Vol 12 (1) ◽  
Author(s):  
Alexander I. Novichkov ◽  
Anton I. Hanopolskyi ◽  
Xiaoming Miao ◽  
Linda J. W. Shimon ◽  
Yael Diskin-Posner ◽  
...  
Keyword(s):  
Chemical Cues ◽  
Native Chemical Ligation ◽  
Reaction Networks ◽  
Oscillatory Reaction ◽  
Experimental Conditions ◽  
Chemical Ligation ◽  
Chemical Systems ◽  
Life On Earth ◽  
Emergence Of Life ◽  
Equilibrium Chemical

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.

scholarly journals Oxo-ester Mediated Native Chemical Ligation: Concept and Applications

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