title: Studies on the reaction of glutathione and formaldehyde using NMR.
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 (BiGF(2)), 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.
authors.affiliation: Department of Chemistry, University of Oxford, 12 Mansfield Road, Oxford, UK.
authors.forename: Richard J
authors.initials: RJ
authors.lastname: Hopkinson
authors.forename: Philippa S
authors.initials: PS
authors.lastname: Barlow
authors.forename: Christopher J
authors.initials: CJ
authors.lastname: Schofield
authors.forename: Timothy D W
authors.initials: TD
authors.lastname: Claridge
mesh_terms: D005557:Formaldehyde / Q000737:chemistry / Q000378:metabolism*; D005978:Glutathione / Q000737:chemistry / Q000378:metabolism*; D009682:Magnetic Resonance Spectroscopy; D015394:Molecular Structure
chemical_list: D005557:Formaldehyde; D005978:Glutathione