Skip to Content
MilliporeSigma
All Photos(2)

Documents

D7628

Sigma-Aldrich

Dihydrouracil

powder

Synonym(s):

5,6-Dihydro-2,4-dihydroxypyrimidine

Sign Into View Organizational & Contract Pricing
All Photos(2)

About This Item

Empirical Formula (Hill Notation):
C4H6N2O2
CAS Number:
504-07-4
Molecular Weight:
114.10
EC Number:
207-982-1
MDL number:
MFCD00006029
UNSPSC Code:
12352005
PubChem Substance ID:
24894143
NACRES:
NA.21

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

Looking for similar products? Visit Product Comparison Guide

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

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Jihane Basbous et al.
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
Ryota Hidese et al.
Journal of bacteriology, 193(4), 989-993 (2010-12-21)
The reductive pyrimidine catabolic pathway is absent in Escherichia coli. However, the bacterium contains an enzyme homologous to mammalian dihydropyrimidine dehydrogenase. Here, we show that E. coli dihydropyrimidine dehydrogenase is the first member of a novel NADH-dependent subclass of iron-sulfur
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)
Futao Yu et al.
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
Sylke Schneider et al.
Journal of the American College of Surgeons, 200(3), 336-344 (2005-03-02)
To find out if neoadjuvant therapy could alter tumor response determinants that might affect tumor sensitivity to the treatment, we investigated intratumoral expressions of genes associated with chemosensitivity, radiosensitivity, or both before and after radiochemotherapy. Twenty-four patients with locally advanced
View All Related Papers

Articles

The Carbon Enigma: Material Fundamentals and Retention Properties for Porous Graphitic Carbon (PGC) Stationary Phases

A shortened review of fundamentals of Porous Graphitic Carbon (PGC) materials. What they are and how do they work as a stationary phase material in HPLC?.

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service