Synthesis and photochemical behaviour of a T-T dimer containing an amide linkage

Authors
Thomas, M Clivio, P Guillaume, D Fourrey, JL
Citation
M. Thomas et al., Synthesis and photochemical behaviour of a T-T dimer containing an amide linkage, NUCLEOS NUC, 20(4-7), 2001, pp. 927-929
Citations number
6
Categorie Soggetti
Biochemistry & Biophysics
Journal title
NUCLEOSIDES NUCLEOTIDES & NUCLEIC ACIDS
ISSN journal
15257770 → ACNP
Volume
20
Issue
4-7
Year of publication
2001
Pages
927 - 929
Database
ISI
SICI code
1525-7770(2001)20:4-7<927:SAPBOA>2.0.ZU;2-V
Abstract
A T-T dimer characterized by an amide linkage to replace the phosphodiester backbone has been synthesized using a modified radical strategy. The new s ynthetic approach makes use of a thymidin-3'-yl phosphorodithioate derivati ve as a precursor of 3'-allyl-3'-deoxythymidine. Standard chemical transfor mations of this derivative led to the desired T-T dimer incorporating an am ide bond. The latter was irradiated with 254 nm wavelength light to yield m ainly cyclobutane and [6-4] photoadducts.