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Synfacts 2021; 17(04): 0469
DOI: 10.1055/s-0040-1706150
DOI: 10.1055/s-0040-1706150
Peptide Chemistry
Peptide Bond Formation by Using 2-Pyridyl Thio Esters
Lloyd K,
Young GT.
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Oxford University, UK
Amino-Acids and Peptides. Part XXXIV. Anchimerically Assisted Coupling Reactions: The Use of 2-Pyridyl Thiolesters.
J. Chem. Soc. C 1971; 2890-2896
DOI: 10.1039/j39710002890
Amino-Acids and Peptides. Part XXXIV. Anchimerically Assisted Coupling Reactions: The Use of 2-Pyridyl Thiolesters.
J. Chem. Soc. C 1971; 2890-2896
DOI: 10.1039/j39710002890
Significance
Anchimerically assisted coupling methods have been used in peptide synthesis. These reactions usually start from active esters, such as 8-hydroxyquinoline esters or o-methoxyphenyl esters. In 1971, Lloyd and Young reported a method that used active 2-pyridyl thio esters and amines to form peptide bonds with anchimeric assistance.
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Comment
With the 2-pyridyl thio esters, various dipeptides can be synthesized without the use of classical peptide-coupling reagents. The yields of the target peptides are moderate to excellent, and the reaction time is short.
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Publikationsverlauf
Artikel online veröffentlicht:
18. März 2021
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