D7628
Dihydrouracil
powder
Sinônimo(s):
5,6-Dihydro-2,4-dihydroxypyrimidine
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About This Item
Fórmula empírica (Notação de Hill):
C4H6N2O2
Número CAS:
Peso molecular:
114.10
Número CE:
Número MDL:
Código UNSPSC:
12352005
ID de substância PubChem:
NACRES:
NA.21
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Nível de qualidade
Formulário
powder
pf
279-281 °C (lit.)
cadeia de caracteres SMILES
O=C1CCNC(=O)N1
InChI
1S/C4H6N2O2/c7-3-1-2-5-4(8)6-3/h1-2H2,(H2,5,6,7,8)
chave InChI
OIVLITBTBDPEFK-UHFFFAOYSA-N
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Descrição geral
Dihydrouracil (DiHU) is a minor base found in transfer ribonucleic acid (tRNA). It is similar to uracil with the only exception that the C5-C6 bond is saturated. It crystallized in the monoclinic system with space group P21/C. Its crystalline structure has been analyzed. Its generation from L-cysteine and uracil via photochemical addition has been described.
Aplicação
Dihydrouracil has been used as a standard for ureido group in the colorimentric assay of transfer ribonucleic acid (tRNA).
Código de classe de armazenamento
11 - Combustible Solids
Classe de risco de água (WGK)
WGK 3
Ponto de fulgor (°F)
Not applicable
Ponto de fulgor (°C)
Not applicable
Equipamento de proteção individual
Eyeshields, Gloves, type N95 (US)
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Nucleic acids research, 48(4), 1886-1904 (2019-12-20)
Imbalance in the level of the pyrimidine degradation products dihydrouracil and dihydrothymine is associated with cellular transformation and cancer progression. Dihydropyrimidines are degraded by dihydropyrimidinase (DHP), a zinc metalloenzyme that is upregulated in solid tumors but not in the corresponding
Stereochemistry of nucleic acids and their constituents. VI. The crystal structure and conformation of dihydrouracil: a minor base of transfer-ribonucleic acid.
Rohrer DC and Sundaralingam M.
Acta Crystallographica Section B, Structural Science, 26(5), 546-553 (1970)
Cuiping Liu et al.
Methods in enzymology, 469, 69-93 (2009-01-01)
Transfer RNA (tRNA) molecules mediate translation of the nucleic acid genetic code into the amino acid building blocks of proteins, thus ensuring the survivability of cells. The dynamic properties of tRNA molecules are crucial to their functions in both activity
M Boisdron-Celle et al.
Cancer letters, 249(2), 271-282 (2006-10-27)
5-Fluorouracil (5-FU)-related early toxicity, due to a metabolic deficiency, is rare but is potentially severe and even lethal (0.1%). It is due to dihydropyrimidine dehydrogenase (DPYD) gene polymorphism or some epigenetic factors. The detection of metabolic change could prevent severe
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