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Synfacts 2019; 15(10): 1201
DOI: 10.1055/s-0039-1690638
DOI: 10.1055/s-0039-1690638
Peptide Chemistry
Sulfide-Mediated Peptide Ligation in Water
Weitere Informationen
Publikationsverlauf
Publikationsdatum:
17. September 2019 (online)
Key words
peptide ligation - aminonitriles - hydrogen sulfide - thioacetates - ferricyanides - aqueous media![](https://www.thieme-connect.de/media/synfacts/201910/i_h085_s1_10-1055_s-0039-1690638.gif)
Significance
This work provides a method for achieving α-peptide ligation in water that tolerates all 20 proteinogenic amino acids. This is extremely important, especially in biochemistry and the life sciences.
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Comment
The authors have developed a method for chemoselective α-aminonitrile ligation in water that uses prebiotically plausible molecules such as hydrogen sulfide, thioacetate, and ferricyanide. The α-peptides are obtained in good to high yields. The model suggests that short N-acyl peptides might have served as plausible substrates during the early evolution of life.
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![](https://www.thieme-connect.de/media/synfacts/201910/i_h085_s1_10-1055_s-0039-1690638.gif)