Welcome to my homepage - Wolfgang Stadlbauer

101. Fluorescent Carbostyrils as Labelling Compounds for Biopolymers
N. S. Badgujar , G. Uray, W. Stadlbauer, in Proceedings of ECSOC-9, The Eighth International Electronic Conference on Synthetic Organic Chemistry, http://www.mdpi.org/ecsoc-9.htm, November 1-30, 2005; J. A. Seijas, M. P. Vázquez-Tato (Eds). CD-ROM edition, ISBN: 3-906980-16-2; MDPI, Basel, Switzerland, 2005.

Fluorescent 6,7-donor - and 4-acceptor substituted carbostyrils have been found to have well defined pH independent properties, large Stokes shifts and sufficient quantum yields. Which reactive linking groups (such as succinimidoyl esters) bindings to e.g. peptides and carbohydrates can be achieved. Carbostyrils can be readily functionalized at nitrogen 1 as hydroxysuccinimide acetate. The activated acid reacts at room temperature with amino acids, peptides, proteins or amino carbohydrates. Fluorescence properties and absorption wavelengths close to the visible remain almost unchanged. The products are highly stable against oxygen, acids and bases. This makes such compounds an alternative to less stable coumarins. Cleavage and refunctionalization of the ether group at position 6 is shown to be an attractive route to more complex functionalized carbostyrils . With suitable substituents, the fluorescence properties can be influenced by chemical or biochemical agents.

Reprint as pdf-file on request

abstract scheme