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Issue 21, 2010
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Studies on the reaction of glutathione and formaldehyde using NMR

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Abstract

Within cells it is proposed that a major mechanism for the metabolism of formaldehyde is via its reaction with glutathione (GSH) to form S-hydroxymethylglutathione (HMG), which undergoes subsequent oxidation. In addition to HMG and the previously reported (5R,10S)-5-(carboxymethylcarbamoyl)-7-oxo-3-thia-1,6-diazabicyclo[4.4.1]undecane-10-carboxylic acid (BiGF2), NMR studies on the reaction of GSH with formaldehyde reveal two previously unassigned monocyclic structures. The results imply that the biologically relevant reactions between aldehydes and peptides/proteins may be more complex than presently perceived.

Graphical abstract: Studies on the reaction of glutathione and formaldehyde using NMR

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Article information


Submitted
04 Jun 2010
Accepted
14 Jul 2010
First published
24 Aug 2010

Org. Biomol. Chem., 2010,8, 4915-4920
Article type
Paper

Studies on the reaction of glutathione and formaldehyde using NMR

R. J. Hopkinson, P. S. Barlow, C. J. Schofield and T. D. W. Claridge, Org. Biomol. Chem., 2010, 8, 4915
DOI: 10.1039/C0OB00208A

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