Quantitative determination of SH groups using 19 F NMR spectroscopy and disulfide of 2,3,5,6‐tetrafluoro‐4‐mercaptobenzoic acid

• Published in: Magnetic resonance in chemistry Vol. 43; no. 11; pp. 902 - 909
• Main Authors: Potapenko, Dmitrii I., Bagryanskaya, Elena G., Grigoriev, Igor A., Maksimov, Aleksander M., Reznikov, Vladimir A., Platonov, Vyacheslav E., Clanton, Thomas L., Khramtsov, Valery V.
• Format: Journal Article
• Language: English
• Published: 01-11-2005
• ISSN: 0749-1581; 1097-458X
• DOI: 10.1002/mrc.1652

A new method of measurement of thiol concentration by
19
F NMR spectroscopy is developed. The method is based on the detection of products of the exchange reaction of thiols with a newly synthesized fluorinated disulfide, 2,3,5,6‐tetrafluoro‐4‐mercaptobenzoic acid (BSSB). A significant broadening of the
19
F NMR signal of BSSB in the presence of thiols was observed and attributed to the exchange reaction between the parent disulfide and 2,3,5,6‐tetrafluoro‐4‐mercaptobenzoic acid. The rate constant for this reaction was found to be equal to (63 ± 11) × 10
3
M
−1
s
−1
at pH 7.0. The method was applied for the measurement of concentration of glutathione and albumin in rat blood. Copyright © 2005 John Wiley & Sons, Ltd.