Scalable synthesis of γ-thiolysine starting from lysine and a side by side comparison with δ-thiolysine in non-enzymatic ubiquitination
Publication date
2013
Authors
Merkx, Remco
de Bruin, G.
Kruithof, Art
van den Bergh, T.
Snip, E.
Lutz, Martin
El Oualid, F.
Ovaa, H.
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Abstract
We developed a scalable synthesis of g-thiolysine starting straight from lysine. The application of g-thiolysine was compared to d-thiolysine in the chemical synthesis of K48 and K33 linked diubiquitin conjugates. Both g- and d-thiolysine were found to perform equally efficiently as handles for nonenzymatic ubiquitination.
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Merkx, R, de Bruin, G, Kruithof, A, van den Bergh, T, Snip, E, Lutz, M, El Oualid, F & Ovaa, H 2013, 'Scalable synthesis of γ-thiolysine starting from lysine and a side by side comparison with δ-thiolysine in non-enzymatic ubiquitination', Chemical Science, vol. 4, no. 12, pp. 4494-4498. https://doi.org/10.1039/C3SC51599K