@article{Jung2009Funct-3287,
  year={2009},
  doi={10.1021/bc800539p},
  title={Functional Ubiquitin Conjugates with Lysine-epsilon-Amino-Specific Linkage by Thioether Ligation of Cysteinyl-Ubiquitin Peptide Building Blocks},
  number={6},
  volume={20},
  journal={Bioconjugate Chemistry},
  pages={1152--1162},
  author={Jung, Ji Eun and Wollscheid, Hans-Peter and Marquardt, Andreas and Manea, Marilena and Scheffner, Martin and Przybylski, Michael}
}

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    <dc:contributor>Scheffner, Martin</dc:contributor>
    <dc:creator>Przybylski, Michael</dc:creator>
    <dc:date rdf:datatype="http://www.w3.org/2001/XMLSchema#dateTime">2011-03-23T10:19:52Z</dc:date>
    <dc:contributor>Manea, Marilena</dc:contributor>
    <dc:creator>Wollscheid, Hans-Peter</dc:creator>
    <dc:contributor>Wollscheid, Hans-Peter</dc:contributor>
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    <dcterms:bibliographicCitation>Publ. in: Bioconjugate Chemistry 20 (2009), 6, pp. 1152-1162</dcterms:bibliographicCitation>
    <dcterms:abstract xml:lang="deu">The modification of ubiquitin to defined oligo-ubiquitinated conjugates has received considerable interest due to the finding that isomeric oligo-ubiquitin conjugates exhibit distinct differences in their biochemical functions, depending on the specific lysine-ε-amino linkage used for conjugate formation. Here, we report the design and development of a thioether linkage-based approach for the synthesis of oligo-ubiquitin conjugates with lysine-specific branching by thioether ligation of a linear ubiquitin peptide containing a C-terminal cysteine residue as the "donor" component, with a corresponding lysine-ε-amino-branched haloacyl-activated ubiquitin "acceptor" peptide. This approach was successfully used for the synthesis of a lysine-63-linked diubiquitin conjugate by ligation of the modified ubiquitin(1-52)-Cys- donor peptide to the N-terminal Arg-54 residue of the branched Lys-63-linked acceptor peptide, ubiquitin(54-76)2. Advantages of the present approach are as follows: (i) the conjugation reaction is performed in solution using suitable preformed donor ubiquitin peptides with a C-terminal Cys residue, and (ii) different corresponding N-chloroacetylated ubiquitin acceptor peptides containing the branched Lys residue are employed, providing broad applicability to the preparation of isomeric oligo-ubiquitin conjugates. The Lys-63-diubiquitin conjugate 7 described here was purified by semipreparative HPLC, and its structure and homogeneity ascertained by HPLC and high-resolution MALDI and electrospray-mass spectrometry. CD spectra and molecular modeling indicate a conformationally stable structure of the conjugate with spatial separation of the ubiquitin parts of the Lys-63 linkage. Moreover, the activity of the thioether-linked diubiquitin conjugate was ascertained by in vitro autoubiquitination assay. These results indicate the feasibility of this approach for the preparation of functional oligo-ubiquitin conjugates.</dcterms:abstract>
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    <dcterms:issued>2009</dcterms:issued>
    <dc:creator>Manea, Marilena</dc:creator>
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    <dcterms:title>Functional Ubiquitin Conjugates with Lysine-epsilon-Amino-Specific Linkage by Thioether Ligation of Cysteinyl-Ubiquitin Peptide Building Blocks</dcterms:title>
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    <dc:contributor>Marquardt, Andreas</dc:contributor>
    <dc:creator>Jung, Ji Eun</dc:creator>
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    <dc:contributor>Jung, Ji Eun</dc:contributor>
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    <dc:creator>Marquardt, Andreas</dc:creator>
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