{[5-(2,4-dioxo-1,2,3,4-tetrahydropyrimidin-1-yl)-3,4-dihydroxyoxolan-2-yl]methoxy}({[5-(2,4-dioxo-1,2,3,4-tetrahydropyrimidin-1-yl)-4-hydroxy-2-(hydroxymethyl)oxolan-3-yl]oxy})phosphinic acid amine

• ChemBase ID: 132160
• Molecular Formular: C18H26N5O14P
• Molecular Mass: 567.397901
• Monoisotopic Mass: 567.12138717
• SMILES: c1cn(c(=O)[nH]c1=O)C1C(C(C(O1)COP(=O)(O)OC1C(OC(C1O)n1ccc(=O)[nH]c1=O)CO)O)O.N
• Canonical SMILES: OCC1OC(C(C1OP(=O)(OCC1OC(C(C1O)O)n1ccc(=O)[nH]c1=O)O)O)n1ccc(=O)[nH]c1=O.N
• InChI: InChI=1S/C18H23N4O14P.H3N/c23-5-7-14(13(28)16(34-7)22-4-2-10(25)20-18(22)30)36-37(31,32)33-6-8-11(26)12(27)15(35-8)21-3-1-9(24)19-17(21)29;/h1-4,7-8,11-16,23,26-28H,5-6H2,(H,31,32)(H,19,24,29)(H,20,25,30);1H3
• InChIKey: VPXDHZMLJOJKOX-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: {[5-(2,4-dioxo-1,2,3,4-tetrahydropyrimidin-1-yl)-3,4-dihydroxyoxolan-2-yl]methoxy}({[5-(2,4-dioxo-1,2,3,4-tetrahydropyrimidin-1-yl)-4-hydroxy-2-(hydroxymethyl)oxolan-3-yl]oxy})phosphinic acid amine
• IUPAC Traditional name: [5-(2,4-dioxo-3H-pyrimidin-1-yl)-3,4-dihydroxyoxolan-2-yl]methoxy[5-(2,4-dioxo-3H-pyrimidin-1-yl)-4-hydroxy-2-(hydroxymethyl)oxolan-3-yl]oxyphosphinic acid amine
• Synonyms: Urate oxidase; Urate:O2 oxidoreductase; Uricase from Arthrobacter globiformis; Uricase from Bacillus fastidiosus; UpU; Uridylyl(3′→5′)uridine ammonium salt; Urate: oxygen oxoreductase; Uricase from Candida sp.

Database IDs

• CAS Number: 27552-95-0; 9002-12-4
• EC Number: 232-655-5
• MDL Number: MFCD00058217; MFCD00082126
• PubChem SID: 24900619; 162226437; 24889980; 24900663; 24900666
• PubChem CID: 14228836
• Enzyme Commission Number: 1.7.3.3 ( BRENDA; IUBMB )

CALCULATED PROPERTIES

• Acid pKa: 1.8328414
• H Acceptors: 12
• H Donor: 7
• LogD (pH = 5.5): -6.412375
• LogD (pH = 7.4): -6.437917
• Log P: -4.0575128
• Molar Refractivity: 112.2251 cm^3
• Polarizability: 45.211254 Å^3
• Polar Surface Area: 253.96 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Apperance: lyophilized powder

Safety Information

• RTECS: YU7100000
• German water hazard class: -; 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: -20°C

Product Information

• Quality Level: PREMIUM
• Recombinant: expressed in E. coli
• Quality: lyophilized
• Mol. Weight: mol wt 35 kDa by SDS-PAGE

DETAILS

Sigma Aldrich - U0880

Biochem/physiol Actions
Suitable for the determination of uric acid in clinical analysis.
Unit Definition
One unit will oxidize 1.0 μmole of uric acid to allantoin per minute at pH 8.5 at 25 °C.
Physical form
Powder contains citrate.
General description
Mice deficient in uricase develop uric acid nephropathy and diabetes insipidus which can be mitigated with recombinant uricase treatment. 1

Sigma Aldrich - 94310

Other Notes
For the determination of uric acid in biological fluids2; In the spectrophotometric determination of purines and purine nucleosides3.
Unit Definition
1 U corresponds to the amount of enzyme which oxidizes 1 μmole uric acid at pH 9.1 and 37 °C.
Application
Uricase may be used for the determination of uric acid in biological fluids. It may be helpful in the spectrophotometric determination of purines and purine nucleosides.
Biochem/physiol Actions
Uricase catalyzes the oxidation of uric acid to 5-hydroxyisourate, which subsequently forms (S)-allantoin. It is involved in purine metabolism, urate degradation and (S)-allantoin formation 1.

Sigma Aldrich - U7128

Unit Definition
One unit will convert 1.0 μmole of uric acid to allantoin per min at pH 9.0 at 25 °C.
Biochem/physiol Actions
Molecular weight: 4 × ~32 KDa (tetramer)Isoelectric point: is 4.64KM value (uric acid as substrate): ~ 0.01 mM The optimum pH for activity: 8.5-9.5The optimum pH for stability: 6.0-9.5