Ab Initio Study of the (5R)- and (5S)-TT Pyrimidine h5(6−4) Pyrimidone Photoproducts. Implications on the Design of New Biologically Relevant Analogues-Reference-Cited by-同舟云学术

Ab Initio Study of the (5R)- and (5S)-TT Pyrimidine h5(6−4) Pyrimidone Photoproducts. Implications on the Design of New Biologically Relevant Analogues

Published:2002-12-01 Issue:26 Volume:67 Page:9140-9145
ISSN:0022-3263
Container-title:The Journal of Organic Chemistry
language:en
Short-container-title:J. Org. Chem.

Author:

Dupradeau François-Yves¹,Sonnet Pascal¹,Guillaume Dominique¹,Senn Hans Martin¹,Clivio Pascale¹

Affiliation:

1. ICSN, CNRS, Avenue de la Terrasse, 91198 Gif-sur-Yvette Cedex, France, University of Calgary, Department of Chemistry, Calgary, Alberta T2N 1N4, Canada, and Laboratoire de Chimie Thérapeutique and G.R.B.P.D., EA 2629, 1 rue des Louvels, 80037 Amiens Cedex 1, France

Publisher

American Chemical Society (ACS)

Subject

Organic Chemistry

Link

https://pubs.acs.org/doi/pdf/10.1021/jo020604g

Reference31 articles.

1. Ravanat, J.L.; Douki, T.; Cadet, J.J. Photochem. Photobiol. B: Biol.2001,63, 88−102.

2. THE BIOLOGY OF THE (6–4) PHOTOPRODUCT

3. The thymine-thymine pyrimidine-pyrimidone(6-4) ultraviolet light photoproduct is highly mutagenic and specifically induces 3' thymine-to-cytosine transitions in Escherichia coli.

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3. Studies on the chemical synthesis of oligodeoxynucleotides containing the s5T(6-4)T photoproduct: side reactions derived from the methylsulfenyl thiol protection elucidated by MALDI mass spectrometry;Org. Biomol. Chem.;2004

4. Synthesis of the TT pyrimidine (6–4) pyrimidone photoproduct–thio analogue phosphoramidite building block;Org. Biomol. Chem.;2003