Thymidylyl- -thymidine

Saitou M, Hieda K. Dithymine photodimers and photodecomposition products of thymidylyl-thymidine induced by ultraviolet radiation from 150 to 300 nm. Radiation Res 1994 140(2) 215-220. 

SCHEME 6 Attempt to prepare the spore photoproduct by irradiation of chemically synthesized precursors, (a) Irradiation of thymine in a thin dry film, (b) Irradiation of a thiophenyl-substituted thymidine, which yields an intermediate 5-(2 -deoxyuridilyl)methyl radical, (c) Irradiation of a thymidylyl-thymidine dinucleotide. 

SCHEME 7 Irradiation of an amide-linked thymidylyl-thymidine (TaT) furnished a novel (5-4) photoproduct via the (6-4) photolesion. 

Taylor, J.S., Garrett, D.S., Cohrs, M.P. Solution-state structure of the Dewar pyrimidinone photoproduct of thymidylyl-(3 -5 )-thymidine. Biochemistry 1988, 27, 7206-7215. 

The same thymine dimer has been obtained indirectly from thymidylyl-(3, 5 )-thymidine,252 and has been isolated from DNA by hydrolysis after irradiation with UV light both in vivoZ5Z and in vitro.254 The identity of this dimer has recently been confirmed chemically.288 This dimerization between two adjacent thymine residues is thought to be one of the major factors responsible for the photochemical inactivation of transforming DNA. There are conflicting views as to whether the dimerization occurs within one strand or... 

Fourrey, J.-L., Favre, A., and Clivio, P. (2007) Crystal structure and photochemical behavior in solution of the 3 -N-sulfamate analogue of thymidylyl(3 -5 )thymidine. Journal of Organic Chemistry, 72, 43-50. 

One of the most significant obstacles for detailed kinetic analysis of DNA hydrolysis by Ce(NH4)2 (NO3 )e is the formation of Ce(IV) hydroxide gel at physiological pH. Accordingly, the species responsible for the catalysis can not be easily pinned down and the mechanism of catalysis by Ce(IV) is not clear. However, we fonnd that homogeneons Ce(tV) solntions can be obtained from Ce(NH4)2 (NO3 )e when the pH is 2.5 or lower. The absence of any colloidal particles in these solntions was confirmed by light-scattering photometry. At least, there were no particles of diameter 15 A or larger. Even in these acidic solntions, DNA hydrolysis by Ce(IV) proceeds efficiently and the rate is not mnch different from that at pH 7. The rate constant for the hydrolysis of thymidylyl(3 -5 )thymidine (TpT) by Ce(NH4)2(N03)6 (10 mM)... 

Thymidine cyclic 3, 5 -(methylphosphate), C-165 Thymidylyl-(5 - 3 )-5 -thymidylic acid, T-112... 

Reaction of DCC with organic acids to form an anhydride intermediate has already been discussed in some detail. Much the same mechanism is operative in phosphodiester bond formation. This is illustrated for the synthesis of the dinucleotide thymidylyl-(3 -> 5 )-thymidine ... 

Thymidylyl-(3 -5 )thymidine has been treated with phenyl-diazomethane to protect the internucleotidic linkage [33]. In this report the separation of two diastereoisomers by thin layer chromatography is described. The benzyl group may be removed using sodium iodide (Fig. 6.13). 

Lesnikowski, Z J and Jaworska, M M (1989) Studies on stereospecific formation of p-chiral internucleotide linkage. Synthesis of (Rp,Rp)-annitro-benzyl group as a new S-protection Tetrahedron Lett. 30,3821-3824... 

Taylor, J.-S., Garett, D.S., and Wang, M.J., Models for the solution structure of the (6 ) photoproduct of thymidylyl-(3 — 5 )-thymidine derived via a distance- and angle-constrained conformation search procedure, Biopolymers, 27,1571,1988. 

Douki, T, Voituriez, L., and Cadet, J., Characterization of the (6-4) photoproduct of 2 -deoxycyti-dylyl-(3 — 5 )-thymidine and of its Dewar valence isomer, Photochem. Photobiol, 53, 293,1991. Hwang, G.S., Kim, J.-K., and Choi, B.S., NMR structural studies of DNA decamer duplex containing the Dewar photoproduct of thymidylyl(3 —> 5 )thymidine. Conformational changes of the oHgonucleotide duplex by photoconversion of a (6-4) adduct to its Dewar valence isomer, Eur. J. Biochem., 235, 359,1996. 

Kan, L.-S., Voituriez, L., and Cadet, J., The Dewar valence isomer of the (6-4) photoadduct of thymidylyl-(3 -5 )-thymidine monophosphate formation, alkaline lability and conformational properties, J. Photochem. PhotobioL B Biol., 12, 339, 1992. 

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