D7628
Dihydrouracil
powder
Synonym(s):
5,6-Dihydro-2,4-dihydroxypyrimidine
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About This Item
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Quality Level
form
powder
mp
279-281 °C (lit.)
SMILES string
O=C1CCNC(=O)N1
InChI
1S/C4H6N2O2/c7-3-1-2-5-4(8)6-3/h1-2H2,(H2,5,6,7,8)
InChI key
OIVLITBTBDPEFK-UHFFFAOYSA-N
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General description
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.
Application
Dihydrouracil has been used as a standard for ureido group in the colorimentric assay of transfer ribonucleic acid (tRNA).
Storage Class Code
11 - Combustible Solids
WGK
WGK 3
Flash Point(F)
Not applicable
Flash Point(C)
Not applicable
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
Certificates of Analysis (COA)
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Proceedings of the National Academy of Sciences of the United States of America, 108(49), 19593-19598 (2011-11-30)
Dihydrouridine (D) is a highly conserved modified base found in tRNAs from all domains of life. Dihydrouridine synthase (Dus) catalyzes the D formation of tRNA through reduction of uracil base with flavin mononucleotide (FMN) as a cofactor. Here, we report
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The mechanism of photochemical addition of cysteine to uracil and formation of dihydrouracil.
Photochemistry and Photobiology, 11(5), 349-359 (1970)
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In Nordic countries, the standard treatment of colorectal cancer (CRC) in the adjuvant setting is bolus 5-fluorouracil (5-FU) plus leucovorin alone or in combination with oxaliplatin. 5-FU competes with the natural occurring pyrimidine uracil (Ura) as a substrate for dihydropyrimidine
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
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