4.7 Article

A photoswitchable ITAM peptidomimetic:: Synthesis and real time surface plasmon resonance (SPR) analysis of the effects of cis-trans isomerization on binding

Journal

BIOORGANIC & MEDICINAL CHEMISTRY
Volume 16, Issue 3, Pages 1393-1399

Publisher

PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.bmc.2007.10.049

Keywords

Fc epsilon RI; Syk; ITAM; SH2; azobenzene; conformational photoswitch; surface plasmon resonance

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The Syk protein plays an important role in immune receptor signaling. The Syk tandem SH2 domain (tSH2)-ITAM interaction is important for recruiting Syk to the receptor complex and for Syk kinase activation. A peptidomimetic ligand for tSH2 was synthesized in which a photoswitchable azobenzene moiety was incorporated. Such a photoswitchable moiety may regulate the distance between the two phosphotyrosine containing ITAM sequences, which bind to tSH2. Different affinities of the cis and trans isomer of the ligand were found by surface plasmon resonance (SPR). By in situ irradiation during SPR measurements the effect of the cis-trans isomerization on binding could be monitored in real time. (C) 2007 Elsevier Ltd. All rights reserved.

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