Scalable synthesis of γ-thiolysine starting from lysine and a side by side comparison with δ-thiolysine in non-enzymatic ubiquitination

Authors :: Merkx, Remco
de Bruin, G.
Kruithof, Art
van den Bergh, T.
Snip, E.
Lutz, M.
El Oualid, F.
Ovaa, H.
Crystal and Structural Chemistry
Sub Crystal and Structural Chemistry
Crystal and Structural Chemistry
Sub Crystal and Structural Chemistry
Source :: Chemical Science, 4(12), 4494. Royal Society of Chemistry
Publication Year :: 2013
Abstract: We developed a scalable synthesis of γ-thiolysine starting straight from lysine. The application of γ-thiolysine was compared to δ-thiolysine in the chemical synthesis of K48 and K33 linked diubiquitin conjugates. Both γ- and δ-thiolysine were found to perform equally efficiently as handles for non-enzymatic ubiquitination.

Subjects :: Ubiquitin
biology
Non enzymatic
Stereochemistry
Chemistry
Lysine
biology.protein
General Chemistry
Chemical synthesis
Conjugate

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