dc.description.abstract
The guanidinium group, a highly basic functional unit present in arginine and other active molecule types, is an important component in a large number of biologically and pharmacologically relevant noncovalent interaction schemes , . Of the many analytical technologies used to study noncovalent complex formation, soft ionization mass spectrometry (MS), specifically electrospray ionization MS (ESI-MS), has been shown to be extremely applicable, especially in light of its many analytical advantages (speed, sensitivity, sample consumption, etc.) . ESI-MS, the exact ionization mechanism of which is still under debate , allows the promotion and formation of noncovalent ionic complexes from solution phase systems to be monitored through mass spectra generated in the gas phase. Guanidinium units, which are capable of binding through directed hydrogen-bonding and non-directed electrostatic interactions with a variety of complementary units (anions, metals, etc.), are particularly amenable to analysis in this context by ESI-MS. In our laboratory, ESI-MS and tandem MS methods, among others, are commonly employed. Screening protocols are being developed to study the interaction between guanidinium and complementary phosphonate, sulfonate, and carboxylate functional units through well-known and novel qualitative and quantitative methods . In addition, metal-mediated complexes incorporating Arg and Arg-containing peptides have been generated and studied to investigate isomeric and stereoselective interaction and discrimination schemes . Methodologies related to these research topics will be discussed in detail. This will include an appraisal of the current understanding of complex ion formation during ESI-MS and its use for screening noncovalent interactions in host-guest systems of interest.
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