产品名称
5-甲酰基尿嘧啶, 98%
InChI
1S/C5H4N2O3/c8-2-3-1-6-5(10)7-4(3)9/h1-2H,(H2,6,7,9,10)
SMILES string
O=CC1=CNC(=O)NC1=O
InChI key
OHAMXGZMZZWRCA-UHFFFAOYSA-N
assay
98%
form
powder
mp
>300 °C (dec.) (lit.)
functional group
aldehyde
Quality Level
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Application
5-Formyluracil may be used for the preparation of covalently linked base with 5-aminocytosine pair via Schiff base formation.
signalword
Warning
hcodes
Hazard Classifications
Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
target_organs
Respiratory system
存储类别
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
dust mask type N95 (US), Eyeshields, Gloves
Q M Zhang et al.
International journal of radiation biology, 79(5), 341-349 (2003-08-29)
5-Formyluracil (5-foU) is a potentially mutagenic lesion of thymine produced in DNA by ionizing radiation and various chemical oxidants. The present authors reported previously that MutM, Nth and Nei in Escherichia coli removed 5-foU from DNA. The present study identified
E J Privat et al.
Mutation research, 354(2), 151-156 (1996-07-22)
5-Formyluracil is a mutagenic base formed in DNA by oxidation of the thymine methyl group. Whereas the thymine methyl group is electron donating, the formyl group is electron withdrawing, predicting increased ionization of the N-3 imino proton under physiological conditions.
Chikara Dohno et al.
Journal of the American Chemical Society, 127(47), 16681-16684 (2005-11-25)
We here present a novel covalently linked base pair via Schiff base formation between 5-formyluracil (fU) and 5-aminocytosine (AmC). Formation of the Schiff base linkage proceeds reversibly and does not require any additives. The cross-linked DNA is very stable under
Monica Baldini et al.
Inorganic chemistry, 42(6), 2049-2055 (2003-03-18)
Two new 5-formyluracil thiosemicarbazone (H(3)ut) derivatives, Me-H(3)ut (1) and Me(2)-H(3)ut (2), were synthesized by reacting thiosemicarbazides, mono- and dimethylated on the aminic nitrogen, with 5-formyluracil and were subsequently characterized. These ligands, treated with copper chloride and nitrate, afforded three complexes:
Gustavo Portalone et al.
Acta crystallographica. Section C, Crystal structure communications, 63(Pt 11), o650-o654 (2007-11-09)
The asymmetric unit of the amino-oxo tautomer of 5-formyluracil (systematic name: 2,4-dioxo-1,2,3,4-tetrahydropyrimidine-5-carbaldehyde), C(5)H(4)N(2)O(3), comprises one planar amino-oxo tautomer, as every atom in the structure lies on a crystallographic mirror plane. At variance with all the previously reported small-molecule crystal structures
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