Native Chemical Ligation through in Situ O to S Acyl Shift

2004 ◽  
Vol 6 (26) ◽  
pp. 4861-4864 ◽  
Author(s):  
Paolo Botti ◽  
Matteo Villain ◽  
Sonia Manganiello ◽  
Hubert Gaertner
Keyword(s):  
Native Chemical Ligation ◽  
Chemical Ligation

scholarly journals In Situ Vesicle Formation by Native Chemical Ligation

2014 ◽  
Vol 53 (51) ◽  
pp. 14102-14105 ◽  
Author(s):  
Roberto J. Brea ◽  
Christian M. Cole ◽  
Neal K. Devaraj
Keyword(s):  
Native Chemical Ligation ◽  
Vesicle Formation ◽  
Chemical Ligation

scholarly journals Making Ends Meet: Microwave-Accelerated Synthesis of Cyclic and Disulfide Rich Proteins Via In Situ Thioesterification and Native Chemical Ligation

2012 ◽  
Vol 19 (1) ◽  
pp. 43-54 ◽  
Author(s):  
Sunithi Gunasekera ◽  
Teshome L. Aboye ◽  
Walid A. Madian ◽  
Hesham R. El-Seedi ◽  
Ulf Göransson
Keyword(s):  
Native Chemical Ligation ◽  
Chemical Ligation

In Situ Vesicle Formation by Native Chemical Ligation

2014 ◽  
Vol 126 (51) ◽  
pp. 14326-14329 ◽  
Author(s):  
Roberto J. Brea ◽  
Christian M. Cole ◽  
Neal K. Devaraj
Keyword(s):  
Native Chemical Ligation ◽  
Vesicle Formation ◽  
Chemical Ligation

A route to cyclic peptides and glycopeptides by native chemical ligation using in situ derived thioesters

2006 ◽  
Vol 47 (12) ◽  
pp. 1969-1972 ◽  
Author(s):  
Jiehao Chen ◽  
J. David Warren ◽  
Bin Wu ◽  
Gong Chen ◽  
Qian Wan ◽  
...  
Keyword(s):  
Cyclic Peptides ◽  
Native Chemical Ligation ◽  
Chemical Ligation

In situ generation of redox active peptides driven by selenoester mediated native chemical ligation

2014 ◽  
Vol 50 (77) ◽  
pp. 11397-11400 ◽  
Author(s):  
Dnyaneshwar B. Rasale ◽  
Indrajit Maity ◽  
Apurba K. Das
Keyword(s):  
Aqueous Medium ◽  
Native Chemical Ligation ◽  
Chemical Ligation ◽  
Active Peptides ◽  
Redox Active ◽  
Reducing Environment ◽  
In Situ Generation ◽  
Self Assembled ◽  
Functional Biomaterials

Redox active peptides synthesized via selenoester mediated native chemical ligation with a propensity to self-assemble in aqueous medium. A gel–sol transition of self-assembled peptide in a reducing environment makes it a versatile candidate for the development of functional biomaterials.

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.

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