Selective Modification of Ribosomally Synthesized and Post‐Translationally Modified Peptides (RiPPs) through Diels–Alder Cycloadditions on Dehydroalanine Residues

We report the late‐stage chemical modification of ribosomally synthesized and post‐translationally modified peptides (RIPPs) by Diels–Alder cycloadditions to naturally occurring dehydroalanines. The tail region of the thiopeptide thiostrepton could be modified selectively and efficiently under micro...

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Veröffentlicht in:	Chemistry : a European journal 2019-10, Vol.25 (55), p.12698-12702
Hauptverfasser:	Vries, Reinder H., Viel, Jakob H., Oudshoorn, Ruben, Kuipers, Oscar P., Roelfes, Gerard
Format:	Artikel
Sprache:	eng
Schlagworte:	Adducts Alanine - analogs & derivatives Alanine - chemical synthesis Alanine - chemistry bio-orthogonal chemistry Chemical modification Chemical synthesis Chemistry Communication Communications Cycloaddition Reaction Diels–Alder Isomers late stage chemical modification Minimum inhibitory concentration Nisin NMR Nosiheptide Nuclear magnetic resonance Organic chemistry Peptides Peptides - chemical synthesis Peptides - chemistry Protein Processing, Post-Translational Ribosomes - chemistry Ribosomes - metabolism RiPPs thiopeptides Thiostrepton
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