2017
DOI: 10.1039/c7nj00270j
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Synthesis, structural studies and stability of model cysteine containing DNA–protein cross-links

Abstract: In the presence of Nα-acetyllysine, cross-links of aldehydic adenine nucleoside adducts with N-acetylcysteine lose an N-acetylcysteine moiety undergoing transformation into amino derivatives.

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Cited by 4 publications
(3 citation statements)
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“…This suggests the thiol group of albumin contributes to the extracellular acrolein scavenging capacity of the pulmonary epithelial lining fluid. Further, it has long been thought that although the cysteine thiol group is the most readily reactive group with acrolein, no acrolein–cysteine adducts have been identified in vivo due to instability. Our work provides evidence of identification of in vivo formed acrolein–cysteine adducts in mouse BAL.…”
Section: Discussionmentioning
confidence: 60%
“…This suggests the thiol group of albumin contributes to the extracellular acrolein scavenging capacity of the pulmonary epithelial lining fluid. Further, it has long been thought that although the cysteine thiol group is the most readily reactive group with acrolein, no acrolein–cysteine adducts have been identified in vivo due to instability. Our work provides evidence of identification of in vivo formed acrolein–cysteine adducts in mouse BAL.…”
Section: Discussionmentioning
confidence: 60%
“…where DP ¼ 0.04 and X ¼ 1.636 as suggested for similar system. 62 The relative energies of stereomers calculated at WB97XD/6-31+G(d) level of theory are summarized in Table 2.…”
Section: Methodsmentioning
confidence: 99%
“…The temperature for interconversion between possible stereomers was calculated on the basis of NMR studies using Earing's equation modified by Shanan-Atidi and Bar-Eli 61 Δ G = 4.57 T c {10.62 + log[ X /2π(1 − Δ P )] + log( T c /Δ v )} where Δ P = 0.04 and X = 1.636 as suggested for similar system. 62 …”
Section: Methodsmentioning
confidence: 99%