Gesellschaft Deutscher Chemiker
Keine Benachrichtigungen
Sie haben noch keine Lesezeichen


Highly Efficient and Biologically Compatible Photoremovable Protecting Group for Releasing Tertiary Amines through Two‐Photon Excitation

Von Wiley-VCH zur Verfügung gestellt

Photoremovable protecting groups (PPGs) releasable by two-photon excitation (2PE) provide spatio-temporal control over the photoactivation of biological effectors to study biological systems. We synthesized four derivatives of the (8-cyano-7-hydroxyquinolin-2-yl)methyl (CyHQ) chromophore by functionalization of position C4 to generate four different derivatives (MeO-CyHQ, Mor-CyHQ, pTol-CyHQ, and TMP-CyHQ) for studying the release of tertiary amines via 2PE. Sulpiride, an anti-dopaminergic drug, was selected as a model substrate. All probes had excellent properties for use in biological settings, including high quantum yield (Φ u ), hydrolytic stability, and good aqueous solubility in simulated physiological buffer. The TMP-CyHQ probe enhanced the two-photon uncaging action cross-section (δ u ) 8-fold (2.64 GM) compared to the parent CyHQ-sulpiride. The optimized PPG was used to mediate the photoactivation of various biological effectors containing the tertiary amine functionality (tamoxifen, 4-hydroxytamoxifen, yohimbine) using 2PE. All constructs showed excellent efficiency with δ u ranging from 1.21 to 2.42 GM and moderate to excellent yields of tertiary amines released.

Zum Volltext

Überprüfung Ihres Anmeldestatus ...

Wenn Sie ein registrierter Benutzer sind, zeigen wir in Kürze den vollständigen Artikel.