305818-79-5Relevant academic research and scientific papers
Conformationally constrained analogues of diacylglycerol (DAG). 27. Modulation of membrane translocation of protein kinase C (PKC) isozymes α and δ by diacylglycerol lactones (DAG-lactones) containing rigid-rod acyl groups
Malolanarasimhan, Krishnan,Kedei, Noemi,Sigano, Dina M.,Kelley, James A.,Lai, Christopher C.,Lewin, Nancy E.,Surawski, Robert J.,Pavlyukovets, Vladimir A.,Garfield, Susan H.,Wincovitch, Stephen,Blumberg, Peter M.,Marquez, Victor E.
, p. 962 - 978 (2007/10/03)
Highly rigid and geometrically well-defined rods composed of ethynylene-substituted aromatic spacers [oligo-(p-phenyleneethynylene), OPE] were incorporated as acyl moieties on diacylglycerol lactones (DAG-lactones) and investigated for their ability to bind to protein kinase C (PKC) and translocate PKC α and δ isoforms to plasma and internal membranes. The kinetics of PKC translocation were correlated with biological responses, viz. ERK phosphorylation, induction of IL-6 secretion, inhibition of cell proliferation, and induction of cellular attachment, that display very different time courses. Because OPE rods assemble through noncovalent forces and form stable films, they may influence the microdomain environment around the DAG-lactone membrane-binding site. A comparison of two DAG-lactones (1 and 10), one with two PE units (1) and the other with an equivalent flexible acyl chain (10) of matching lipophilicity, clearly demonstrated the effect of the rigid OPE chain in substantially prolonging the translocated state of both PKC α and δ.
A facile synthetic route to monodisperse asymmetrical oligo(phenylene- ethynylene)s
Zhao, Jinling,Bo, Zhishan
, p. 1391 - 1402 (2007/10/03)
Monodisperse asymmetrical oligo(phenylene-ethynylene)s were synthesized iteratively by combining the selective deprotection and the Sonogashira coupling. Trimethylsilylethyl ester (TSE) and trimethylsilyl (TMS) were used as protecting groups for carboxyl
