Neoprontosil binding to carbonic anhydrase. Reasonance Raman and other studies on the ionization behavior of the sulfonamide

Biochemistry
P R Carey, R W King

Abstract

Alkalimetric, spectrophotometric, NMR, and resonance Raman titrations are reported for the sulfonamide Neoprontosil in aqueous solution. An assignment of the magnetic resonance peaks for each of the Neoprontosil protons has been made. Neoprontosil is shown to have two "coupled" iity of the microscopic pKs for these two groups precludes spectroscopic characterization of the separate -SO2NH2, -O- or -SO2NH-, -OH species. For this reason, no conclusion can be drawn on the ionization state of the drug when bound to carbonic anhydrase. The resonance Raman spectrum of Neoprontosil bound to human carbonic anhydrase B at pH 9.5 shows a shift in the intense -N=N- stretching mode from 1414 (free) to 1407 cm- (bound), suggesting that a slight conformational change about the -N=N- single bond linkages occurs upon binding.

References

Apr 1, 1982·Journal of Inorganic Biochemistry·I BertiniAndrea Scozzafava
Apr 1, 1988·Journal of Biomolecular Structure & Dynamics·I V SmirnovV L Makarov
Mar 1, 1984·Biochemical Pharmacology·A WesternJ S McKinley-McKee
Aug 28, 2010·Journal of Radiological Protection : Official Journal of the Society for Radiological Protection·D Galeriu, A Melintescu

Citations

Apr 13, 1975·Proceedings of the Royal Society of London. Series B, Containing Papers of a Biological Character·R W King, A S Burgen
Aug 1, 1978·Quarterly Reviews of Biophysics·P R Carey
Feb 1, 1968·European Journal of Biochemistry·S Lindskog, A Thorslund
May 26, 1970·Biochimica Et Biophysica Acta·R W King, A S Burgen
Jun 1, 1958·Proceedings of the National Academy of Sciences of the United States of America·J T EdsallB R Hollingworth

Related Concepts

CA2 gene
In Vivo NMR Spectroscopy
Raman Optical Activity Spectroscopy
Macromolecular Alteration
Plasma Protein Binding Capacity
Single bond
Carbonic Anhydrase I
Sulfonamides
Sulfonamide Anti-Infective Agents
Observation Method - Magnetic Resonance

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