Studies on the reaction of glutathione and formaldehyde using NMR

Studies on the reaction of glutathione and formaldehyde using NMR
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DOI:
10.1039/c0ob00208a
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发表时间:
2010-01-01
影响因子:
3.2
通讯作者:
Claridge, Timothy D. W.
Claridge, Timothy D. W.
中科院分区:
化学3区
文献类型:
--
作者:
Hopkinson, Richard J.;Barlow, Philippa S.;Claridge, Timothy D. W.

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在细胞内,甲醛代谢的主要机制是通过与谷胱甘肽(GSH)反应形成S-羟甲基谷胱甘肽(HMG),随后进行氧化。除了HMG和先前报道的(5 R,10 S)-5-(羧甲基氨基甲酰基)-7-氧代-3-硫杂-1,6-二氮杂双环[4.4.1]十一烷-10-羧酸(BiGF(2))之外,GSH与甲醛反应的NMR研究揭示了两个先前未指定的单环结构。结果表明,醛和肽/蛋白质之间的生物相关反应可能比目前认为的更复杂。
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-carboxylicacid (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.