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NMR analyses on N-hydroxymethylated nucleobases - implications for formaldehyde toxicity and nucleic acid demethylases

Abstract:

Formaldehyde is produced in cells by enzyme-catalysed demethylation reactions, including those occurring on N-methylated nucleic acids. Formaldehyde reacts with nucleobases to form N-hydroxymethylated adducts that may contribute to its toxicity/carcinogenicity when added exogenously, but the chemistry of these reactions has been incompletely defined. We report NMR studies on the reactions of formaldehyde with canonical/modified nucleobases. The results reveal that hydroxymethyl hemiaminals on...

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Publication status:
Published
Peer review status:
Peer reviewed
Version:
Publisher's Version

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Publisher copy:
10.1039/c8ob00734a

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Institution:
University of Oxford
Division:
MPLS
Department:
Chemistry; Organic Chemistry
Role:
Author
ORCID:
0000-0001-8727-3877
More by this author
Institution:
University of Oxford
Division:
MPLS
Department:
Chemistry; Organic Chemistry
Role:
Author
More by this author
Institution:
University of Oxford
Division:
MPLS
Department:
Chemistry; Organic Chemistry
Role:
Author
ORCID:
0000-0001-8706-1292
More by this author
Institution:
University of Oxford
Division:
MPLS
Department:
Chemistry; Organic Chemistry
Role:
Author
ORCID:
0000-0002-6538-3036
More by this author
Institution:
University of Oxford
Division:
MPLS
Department:
Chemistry; Organic Chemistry
Role:
Author
ORCID:
0000-0001-5583-6460
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Publisher:
Royal Society of Chemistry Publisher's website
Journal:
Organic and Biomolecular Chemistry Journal website
Volume:
16
Issue:
21
Pages:
4021-4032
Publication date:
2018-05-16
Acceptance date:
2018-03-29
DOI:
EISSN:
1477-0539
ISSN:
1477-0520
Pubs id:
pubs:848161
URN:
uri:63332b76-e441-4e74-84e4-7f11c15ab698
UUID:
uuid:63332b76-e441-4e74-84e4-7f11c15ab698
Local pid:
pubs:848161
Language:
English
Keywords:

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