Bisaryl Hydrazones as Exchangeable Biocompatible Linkers

Catch and release: Stable bisaryl hydrazones undergo rapid exchange under mild conditions in the presence of a catalyst (see schematic illustration; b=biotin). This highly efficient hydrazone exchange is useful for the affinity purification of biotinylated proteins on (strept)avidin beads. The metho...

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Veröffentlicht in:	Angewandte Chemie (International ed.) 2010-03, Vol.49 (11), p.2023-2027
Hauptverfasser:	Dirksen, Anouk, Yegneswaran, Subramanian, Dawson, Philip E
Format:	Artikel
Sprache:	eng
Schlagworte:	affinity purification Biocompatible Materials - chemistry Biocompatible Materials - metabolism bioorganic chemistry Biotin - chemistry Biotin - metabolism cleavable linkers homogeneous catalysis hydrazones Hydrazones - chemistry Immobilized Proteins - chemistry Immobilized Proteins - isolation & purification Serum Albumin - chemistry Serum Albumin - isolation & purification Streptavidin - chemistry Streptavidin - metabolism
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Beschreibung
Zusammenfassung:	Catch and release: Stable bisaryl hydrazones undergo rapid exchange under mild conditions in the presence of a catalyst (see schematic illustration; b=biotin). This highly efficient hydrazone exchange is useful for the affinity purification of biotinylated proteins on (strept)avidin beads. The method enables the mild elution of label‐exchanged or chemically functionalized proteins.
ISSN:	1433-7851 1521-3773
DOI:	10.1002/anie.200906756