• From left: Prof. Uli Kazmaier, Lukas Junk (Universität des Saarlandes, Saarbrücken, Germany)

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Novel Entry to Peptides Incorporating Tryptophan and Analogues

Uli Kazmaier discovered a novel route towards peptides incorporating tryptophan and analogues.

A Straightforward Protocol for the Synthesis of Functionalized Tryptophan Peptides via Stille Coupling, Azidation and Photoinduced Nitrene Insertion: L. Junk, U. Kazmaier
Synlett 2016, 27, DOI: 10.1055/s-0035-1561410

Substituted and differently functionalized tryptophan derivatives are frequently encountered in bioactive and natural peptides but their synthesis often represents a synthetic challenge. A novel method for the synthesis of this class of compounds has been recently reported by the group of Professor Uli Kazmaier from the Universität des Saarlandes, Saarbrücken (Germany), relying on a sequence of reactions involving Stille coupling, azidation and photoinduced nitrene insertion. 

  • Example for the synthesis of substituted tryptophans

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Professor Kazmaier said: “The direct, stereoselective introduction of (modified) tryptophans into peptides is a valuable tool for the synthesis of natural products and derivatives thereof.” 

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