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Literature DB >> 3342029

Formaldehyde adducts of glutathione. Structure elucidation by two-dimensional n.m.r. spectroscopy and fast-atom-bombardment tandem mass spectrometry.

S Naylor¹, R P Mason, J K Sanders, D H Williams, G Moneti.

Abstract

Aqueous mixtures of formaldehyde and glutathione react to form a variety of cyclized adducts in addition to S-hydroxymethylglutathione. The adducts are in labile equilibrium with each other and are not readily separated. The structures of two of the other major adducts were determined by concerted application of 13C-1H two-dimensional chemical-shift correlation, fast-atom-bombardment mass spectrometry and tandem mass spectrometry to the adduct mixtures in aqueous solution.

Entities: Chemical

Mesh：

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Year: 1988 PMID： 3342029 PMCID： PMC1148740 DOI： 10.1042/bj2490573

Source DB: PubMed Journal: Biochem J ISSN： 0264-6021 Impact factor: 3.857

5 in total

1. Proposal for a common nomenclature for sequence ions in mass spectra of peptides.

Authors: P Roepstorff; J Fohlman
Journal: Biomed Mass Spectrom Date: 1984-11

2. On the influence of hydrophobicity in the SIMS spectra of amino acids in glycerol matrix.

Authors: E De Pauw; G Pelzer; D Dao Viet; J Marien
Journal: Biochem Biophys Res Commun Date: 1984-08-30 Impact factor: 3.575

3. Carbon 13 nuclear magnetic resonance studies on formaldehyde reactions with polyfunctional amino-acids.

Authors: D Tome; N Naulet
Journal: Int J Pept Protein Res Date: 1981-04

4. Formaldehyde metabolism by Escherichia coli. Detection by in vivo 13C NMR spectroscopy of S-(hydroxymethyl)glutathione as a transient intracellular intermediate.

Authors: R P Mason; J K Sanders; A Crawford; B K Hunter
Journal: Biochemistry Date: 1986-08-12 Impact factor: 3.162

5. Glutathione conjugation of arylnitroso compound: detection and monitoring labile intermediates in situ inside a fast atom bombardment mass spectrometer.

Authors: K Saito; R Kato
Journal: Biochem Biophys Res Commun Date: 1984-10-15 Impact factor: 3.575

5 in total

6 in total

Formaldehyde adducts of glutathione. Structure elucidation by two-dimensional n.m.r. spectroscopy and fast-atom-bombardment tandem mass spectrometry.

1. Proposal for a common nomenclature for sequence ions in mass spectra of peptides.

2. On the influence of hydrophobicity in the SIMS spectra of amino acids in glycerol matrix.

3. Carbon 13 nuclear magnetic resonance studies on formaldehyde reactions with polyfunctional amino-acids.

4. Formaldehyde metabolism by Escherichia coli. Detection by in vivo 13C NMR spectroscopy of S-(hydroxymethyl)glutathione as a transient intracellular intermediate.

5. Glutathione conjugation of arylnitroso compound: detection and monitoring labile intermediates in situ inside a fast atom bombardment mass spectrometer.

1. Reactions of hydroxyalkyl radicals with cysteinyl peptides in a nanoESI plume.

2. Formation of S-[1-(N2-deoxyguanosinyl)methyl]glutathione between glutathione and DNA induced by formaldehyde.

3. Jensenone: biological reactivity of a marsupial antifeedant from Eucalyptus.

Review 4. [Biochemistry of thiol groups: the role of glutathione].

5. Glutathione traps formaldehyde by formation of a bicyclo[4.4.1]undecane adduct.

6. Studies on the Glutathione-Dependent Formaldehyde-Activating Enzyme from Paracoccus denitrificans.