5988-19-2 | (4S)-2,6-dioxo-1,3-diazinane-4-carboxylic acid

Packsize	Purity	Availability	Price	Discounted Price
250mg	98%	in stock	$6.00	$4.00
1g	95%	in stock	$17.00	$12.00
5g	95%	in stock	$33.00	$23.00
10g	95%	in stock	$59.00	$42.00
25g	95%	in stock	$90.00	$63.00
100g	98%	in stock	$265.00	$186.00

Description

• Catalog Number: AI53379
• Chemical Name: (4S)-2,6-dioxo-1,3-diazinane-4-carboxylic acid
• CAS Number: 5988-19-2
• Molecular Formula: C5H6N2O4
• Molecular Weight: 158.1121
• MDL Number: MFCD00085339
• SMILES: O=C1NC(=O)N[C@@H](C1)C(=O)O

Computed Properties

• Complexity: 225
• Covalently-Bonded Unit Count: 1
• Defined Atom Stereocenter Count: 1
• Heavy Atom Count: 11
• Hydrogen Bond Acceptor Count: 4
• Hydrogen Bond Donor Count: 3
• Rotatable Bond Count: 1
• XLogP3: -1.5

Literature

• Miller (Genee-Wiedemann) syndrome represents a clinically and biochemically distinct subgroup of postaxial acrofacial dysostosis associated with partial deficiency of DHODH.

  Human molecular genetics 20120915

• Biochemical and molecular characterization of the pyrimidine biosynthetic enzyme dihydroorotate dehydrogenase from Toxoplasma gondii.

  Molecular and biochemical parasitology 20120801

• Stitching together multiple data dimensions reveals interacting metabolomic and transcriptomic networks that modulate cell regulation.

  PLoS biology 20120401

• Site directed spin labeling studies of Escherichia coli dihydroorotate dehydrogenase N-terminal extension.

  Biochemical and biophysical research communications 20111028

• Chemical rescue of malaria parasites lacking an apicoplast defines organelle function in blood-stage Plasmodium falciparum.

  PLoS biology 20110801

• Substrate binding and reactivity are not linked: grafting a proton-transfer network into a Class 1A dihydroorotate dehydrogenase.

  Biochemistry 20110412

• Path finding methods accounting for stoichiometry in metabolic networks.

  Genome biology 20110101

• Kinetic mechanism and catalysis of Trypanosoma cruzi dihydroorotate dehydrogenase enzyme evaluated by isothermal titration calorimetry.

  Analytical biochemistry 20100401

• Development and analysis of an in vivo-compatible metabolic network of Mycobacterium tuberculosis.

  BMC systems biology 20100101

• [Development of anti-trypanosome drugs targeting nucleotides biosynthesis and red-ox regulatory pathway].

  Tanpakushitsu kakusan koso. Protein, nucleic acid, enzyme 20090901

• Roles in binding and chemistry for conserved active site residues in the class 2 dihydroorotate dehydrogenase from Escherichia coli.

  Biochemistry 20090804

• Absolute metabolite concentrations and implied enzyme active site occupancy in Escherichia coli.

  Nature chemical biology 20090801

• Dihydroorotase from the hyperthermophile Aquifex aeolicus is activated by stoichiometric association with aspartate transcarbamoylase and forms a one-pot reactor for pyrimidine biosynthesis.

  Biochemistry 20090203

• Structures of Trypanosoma cruzi dihydroorotate dehydrogenase complexed with substrates and products: atomic resolution insights into mechanisms of dihydroorotate oxidation and fumarate reduction.

  Biochemistry 20081014

• Mutations of RNA polymerase II activate key genes of the nucleoside triphosphate biosynthetic pathways.

  The EMBO journal 20080917

• The structures of human dihydroorotate dehydrogenase with and without inhibitor reveal conformational flexibility in the inhibitor and substrate binding sites.

  Biochemistry 20080826

• Mutations in yhiT enable utilization of exogenous pyrimidine intermediates in Salmonella enterica serovar Typhimurium.

  Microbiology (Reading, England) 20070801

• Mechanism of flavin reduction in class 2 dihydroorotate dehydrogenases.

  Biochemistry 20061219

• Thermodynamic analysis of catalysis by the dihydroorotases from hamster and Bacillus caldolyticus, as compared with the uncatalyzed reaction.

  Biochemistry 20060711

• Lys-D48 is required for charge stabilization, rapid flavin reduction, and internal electron transfer in the catalytic cycle of dihydroorotate dehydrogenase B of Lactococcus lactis.

  The Journal of biological chemistry 20060630

• 13C and 15N isotope effects for conversion of L-dihydroorotate to N-carbamyl-L-aspartate using dihydroorotase from hamster and Bacillus caldolyticus.

  Biochemistry 20060613

• Genetic diversity and kinetic properties of Trypanosoma cruzi dihydroorotate dehydrogenase isoforms.

  Parasitology international 20060301

• Rate of promoter class turn-over in yeast evolution.

  BMC evolutionary biology 20060101

• Immunotherapy for De Novo renal transplantation: what's in the pipeline?

  Drugs 20060101

• Dihydroorotase from Escherichia coli: loop movement and cooperativity between subunits.

  Journal of molecular biology 20050506

• Mechanism of the dihydroorotase reaction.

  Biochemistry 20041228

• Thermodynamic basis of electron transfer in dihydroorotate dehydrogenase B from Lactococcus lactis: analysis by potentiometry, EPR spectroscopy, and ENDOR spectroscopy.

  Biochemistry 20040601

• Thorpe-Ingold effects in cyclizations to five-membered and six-membered rings containing planar segments. The rearrangement of N(1)-alkyl-substituted dihydroorotic acids to hydantoinacetic acids in base.

  Organic & biomolecular chemistry 20040407

• Inhibitor binding in a class 2 dihydroorotate dehydrogenase causes variations in the membrane-associated N-terminal domain.

  Protein science : a publication of the Protein Society 20040401

• Lactococcus lactis dihydroorotate dehydrogenase A mutants reveal important facets of the enzymatic function.

  The Journal of biological chemistry 20030801

• Anti-HIV-1 activity of leflunomide: a comparison with mycophenolic acid and hydroxyurea.

  AIDS (London, England) 20030725

• Isolation of mitochondria from Plasmodium falciparum showing dihydroorotate dependent respiration.

  Parasitology international 20011101

• Dihydrooxonate is a substrate of dihydroorotate dehydrogenase (DHOD) providing evidence for involvement of cysteine and serine residues in base catalysis.

  Archives of biochemistry and biophysics 20010715

• Contribution of the bacterial endosymbiont to the biosynthesis of pyrimidine nucleotides in the deep-sea tube worm Riftia pachyptila.

  The Journal of biological chemistry 20010629