Solid-phase synthesis of acridine-peptide conjugates and their analysis by tandem mass spectrometry.
[reaction--see text] A novel and high-yielding synthesis of 9-anilinoacridine-4-carboxylic acid is reported. This acid has been used in the solid-phase synthesis of a small combinatorial library of acridine-peptide conjugates. Tandem mass spectrometry (ES-MS/MS) can be used for structure determination of these compounds at a sensitivity of approximately 10 pmol. This work makes possible the generation of acridine-peptide libraries for the discovery of structure-specific nucleic acid ligands via affinity chromatography selection with mass spectrometric detection.
Carlson
C B
CB
Department of Chemistry, University of Utah, Salt Lake City, Utah 84112-0850, USA.
Beal
P A
PA
D000166:Acridines / Q000138:chemical synthesis* / Q000737:chemistry; D000677:Amsacrine / Q000031:analogs & derivatives; D007202:Indicators and Reagents; D008958:Models, Molecular; D015394:Molecular Structure; D010455:Peptides / Q000138:chemical synthesis* / Q000737:chemistry; D018629:Spectrometry, Mass, Secondary Ion
D000166:Acridines; D007202:Indicators and Reagents; D010455:Peptides; D000677:Amsacrine; C022202:9-anilinoacridine