13375-99-0

Upstream product

• 208330-07-8 C₃₁H₃₈N₄O₁₁ 
• 208330-08-9 C₃₁H₃₈N₄O₁₁ 
• 208330-05-6 2,2-Dimethyl-propionic acid (2R,3S,5R)-3-[(2R,3S,5R)-3-benzyloxy-5-(2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-2-ylmethoxymethoxy]-5-(2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-2-ylmethyl ester 
• 66-22-8 uracil 
• 208330-06-7 C₃₁H₃₈N₄O₁₁ 

Relevant academic research and scientific papers

The photochemistry of Uracil: A reinvestigation

Results from a re-examination of the photochemical reactions undergone by uracil (Ura) are presented. Irradiation of Ura in frozen aqueous solution at -78.5°C produces two diastereomeric (6-4) products, namely the cis and trans isomers of 5-hydroxy-6-4'-(pyrimidin-2'-one)-5,6-dihydrouracil. Upon heating in 0.1 m HCl, each of these compounds decomposes to form 6-4'-(pyrimidin-2'-one) uracil. In addition, evidence for production of a hydrate of a trimer of Ura is presented, Irradiation of this compound at 254 nm forms Ura and a (6-4) adduct as products. The compounds 5-4'-(pyrimidin-2'-one)uracil and 6-hydroxy-5,6-dihydrouracil were also present after Ura was irradiated in frozen aqueous solution. Cyclobutane dimers (CBDs) are formed when Ura is irradiated in the frozen aqueous state, in fluid aqueous and acetonitrile solution and in the presence of photosensitizers (e.g. acetone). Published information, concerning the identity and relative quantitative importance of the four CBD isomers (cis-syn, cis-anti, trans-syn and trans-anti) formed in these photochemical systems, is incomplete and often in substantial disagreement. Using chemical methods in conjunction with HPLC, the identity and relative amounts of the four dimers have been determined in each of these systems. Consequently, a number of inconsistencies found in the literature concerning dimer product identity and quantitative distribution have been resolved.

Synthesis, crystal structure, and enzymatic evaluation of a DNA-photolesion isostere

Nucleotide analogues are useful tools for the investigation of interactions between DNA-binding proteins and DNA at a molecular level. Herein we describe the synthesis of the DNA-lesion analogue 2, which is required to determine the extent to which specif

TRANSMISSION INFRARED SPECTROSCOPIC STUDIES OF STRUCTURE AND UV PHOTOCHEMISTRY OF URACIL THIN LAYERS

Infrared transmission spectra of vapour-deposited uracil thin layers were recorded before and after irradiation.Using CsI substrates, uracil thin layers showed a great variety of crystalline structures differing in the range of ordering, orientation and morphology.Uniform layers were obtainable by covering the CsI substrates with a thin gold film.UV photoreactivity essentially did not depend on the structure of thin layers when well crystallized.UV photochemical reaction produced cis-syn dimers, but the formation of the cis-anti stereoisomer was not excluded either.Photodimers in situ occupied different isolated and distorted sites of very low or no symmetry.Very slow ordering over some weeks led to the crystallization of photodimers.