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Merck
CN

537306

Sigma-Aldrich

D-Hydroorotic acid

98%

Synonym(s):

R-2,6-Dioxohexahydro-4-pyrimidinecarboxylic acid, Dihydro-D-orotic acid

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About This Item

Empirical Formula (Hill Notation):
C5H6N2O4
CAS Number:
5988-53-4
Molecular Weight:
158.11
MDL number:
MFCD01862150
UNSPSC Code:
12352005
PubChem Substance ID:
24878210
NACRES:
NA.22

Key Documents

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Quality Level

100

Assay

98%

optical activity

[α]20/D −33°, c = 1 in NaHCO3

mp

255 °C (dec.) (lit.)

functional group

carboxylic acid

SMILES string

OC(=O)[C@H]1CC(=O)NC(=O)N1

InChI

1S/C5H6N2O4/c8-3-1-2(4(9)10)6-5(11)7-3/h2H,1H2,(H,9,10)(H2,6,7,8,11)/t2-/m1/s1

InChI key

UFIVEPVSAGBUSI-UWTATZPHSA-N

Related Categories

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315,H319,H335

Hazard Classifications

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

Target Organs

Respiratory system

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

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Certificates of Analysis (COA)

Lot/Batch Number
MKBW8256V
MKBV7585V
MKBW1662V
03221PI

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Juliana Cheleski et al.
Analytical biochemistry, 399(1), 13-22 (2009-11-26)
Trypanosoma cruzi dihydroorotate dehydrogenase (TcDHODH) catalyzes the oxidation of l-dihydroorotate to orotate with concomitant reduction of fumarate to succinate in the de novo pyrimidine biosynthetic pathway. Based on the important need to characterize catalytic mechanism of TcDHODH, we have tailored
Mark A Anderson et al.
Biochemistry, 45(23), 7132-7139 (2006-06-07)
In the pyrimidine biosynthetic pathway, N-carbamyl-L-aspartate (CA-asp) is converted to L-dihydroorotate (DHO) by dihydroorotase (DHOase). The mechanism of this important reaction was probed using primary and secondary 15N and 13C isotope effects on the ring opening of DHO using isotope
Idalia Sariego et al.
Parasitology international, 55(1), 11-16 (2005-09-21)
Dihydroorotate dehydrogenase (DHOD) is the fourth enzyme in the de novo pyrimidine biosynthetic pathway and is essential in Trypanosoma cruzi, the parasitic protist causing Chagas' disease. T. cruzi and human DHOD have different biochemical properties, including the electron acceptor capacities
Rebecca L Fagan et al.
Biochemistry, 48(30), 7169-7178 (2009-06-18)
Dihydroorotate dehydrogenases (DHODs) catalyze the only redox step in de novo pyrimidine biosynthesis, the oxidation of dihydroorotate (DHO) to orotate (OA). During the reaction, the hydrogen at C6 of DHO is transferred to N5 of the isoalloxazine ring of an
Jonathan P Combe et al.
The Journal of biological chemistry, 281(26), 17977-17988 (2006-04-21)
Dihydroorotate dehydrogenase B (DHODB) catalyzes the oxidation of dihydroorotate (DHO) to orotate and is found in the pyrimidine biosynthetic pathway. The Lactococcus lactis enzyme is a dimer of heterodimers containing FMN, FAD, and a 2Fe-2S center. Lys-D48 is found in
View All Related Papers

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