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  Synthesis of a triply phosphorylated pentapeptide from human tau-protein

Kuder, N., Zelinski, T., Pathak, T., Seitz, O., & Waldmann, H. (2000). Synthesis of a triply phosphorylated pentapeptide from human tau-protein. BIOORGANIC & MEDICINAL CHEMISTRY, 8(10), 2433-2439. doi:10.1016/S0968-0896(00)00174-7.

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Kuder, N1, Autor
Zelinski, T1, Autor
Pathak, T1, Autor
Seitz, Oliver2, Autor           
Waldmann, Herbert2, Autor           
Affiliations:
1external, ou_persistent22              
2Abt. IV: Chemische Biologie, Max Planck Institute of Molecular Physiology, Max Planck Society, ou_1753290              

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Schlagwörter: ALZHEIMERS-DISEASE; CHEMOENZYMATIC SYNTHESIS; PATHOLOGY; STRATEGY Biochemistry & Molecular Biology; Pharmacology & Pharmacy; Chemistry;
 Zusammenfassung: Two different strategies for the synthesis of a triply phosphorylated pentapeptide are described. In both cases a monophosphorylated selectively N-deprotected tripeptide is employed as C-terminal fragment. Coupling of this building block with a C-terminally unmasked bis-phosphorylated seryl-dipeptide unexpectedly failed due to decomposition of this peptide upon activation with different coupling reagents. Instead stepwise N-terminal elongation of the peptide chain with serine derivatives and subsequent O-phosphorylation of the serine OH-groups was successful. These results indicate that assembly of multiply phosphorylated peptides from preformed multiply phosphorylated phosphopeptide building blocks in general may be problematic and that a stepwise elongation of the amino acid chain may be preferable. (C) 2000 Elsevier Science Ltd. All rights reserved.

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Sprache(n): eng - English
 Datum: 2000-10
 Publikationsstatus: Erschienen
 Seiten: 7
 Ort, Verlag, Ausgabe: -
 Inhaltsverzeichnis: -
 Art der Begutachtung: -
 Identifikatoren: ISI: 000089624800006
DOI: 10.1016/S0968-0896(00)00174-7
 Art des Abschluß: -

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Titel: BIOORGANIC & MEDICINAL CHEMISTRY
Genre der Quelle: Zeitschrift
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Ort, Verlag, Ausgabe: KIDLINGTON, OXFORD : PERGAMON-ELSEVIER SCIENCE LTD
Seiten: - Band / Heft: 8 (10) Artikelnummer: - Start- / Endseite: 2433 - 2439 Identifikator: ISSN: 0968-0896