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Documentos

537306

Sigma-Aldrich

D-Hydroorotic acid

98%

Sinónimos:

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

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About This Item

Fórmula empírica (notación de Hill):
C5H6N2O4
Número de CAS:
5988-53-4
Peso molecular:
158.11
MDL number:
MFCD01862150
UNSPSC Code:
12352005
PubChem Substance ID:
24878210
NACRES:
NA.22

Quality Level

100

assay

98%

optical activity

[α]20/D −33°, c = 1 in NaHCO3

mp

255 °C (dec.) (lit.)

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

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

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

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

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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
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
Tamiko N Porter et al.
Biochemistry, 43(51), 16285-16292 (2004-12-22)
Dihydroorotase (DHO) is a zinc metalloenzyme that functions in the pathway for the biosynthesis of pyrimidine nucleotides by catalyzing the reversible interconversion of carbamoyl aspartate and dihydroorotate. A chemical mechanism was proposed on the basis of an analysis of the
Mihwa Lee et al.
Journal of molecular biology, 348(3), 523-533 (2005-04-14)
Escherichia coli dihydroorotase has been crystallized in the presence of the product, L-dihydroorotate (L-DHO), and the structure refined at 1.9A resolution. The structure confirms that previously reported (PDB entry 1J79), crystallized in the presence of the substrate N-carbamyl-D,L-aspartate (D, L-CA-asp)
Claudia A McDonald et al.
Biochemistry, 50(14), 2714-2716 (2011-03-16)
Adding the two residues comprising the conserved proton-transfer network of Class 2 dihydroorotate dehydrogenase (DHOD) to the Cys130Ser Class 1A DHOD did not restore the function of the active site base or rapid flavin reduction. Studies of triple, double, and
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