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Merck
CN

414174

Sigma-Aldrich

5-甲酰基尿嘧啶

98%

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About This Item

经验公式(希尔记法):
C5H4N2O3
CAS号:
分子量:
140.10
MDL编号:
UNSPSC代码:
12352100
PubChem化学物质编号:
NACRES:
NA.22

质量水平

方案

98%

表单

powder

mp

>300 °C (dec.) (lit.)

官能团

aldehyde

SMILES字符串

O=CC1=CNC(=O)NC1=O

InChI

1S/C5H4N2O3/c8-2-3-1-6-5(10)7-4(3)9/h1-2H,(H2,6,7,9,10)

InChI key

OHAMXGZMZZWRCA-UHFFFAOYSA-N

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应用

5-Formyluracil may be used for the preparation of covalently linked base with 5-aminocytosine pair via Schiff base formation.

象形图

Exclamation mark

警示用语:

Warning

危险声明

危险分类

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

靶器官

Respiratory system

储存分类代码

11 - Combustible Solids

WGK

WGK 3

闪点(°F)

Not applicable

闪点(°C)

Not applicable

个人防护装备

dust mask type N95 (US), Eyeshields, Gloves


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分析证书(COA)

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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:
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
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.
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
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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