5'-Uridylic acid, disodium salt

Base Information

• Chemical Name: 5'-Uridylic acid, disodium salt
• CAS No.: 3387-36-8
• Molecular Formula: C9H11N2Na2O9P
• Molecular Weight: 368.148
• Hs Code.: HOSPHATE, DISODIUM SALT PRODUCT IDENTIFICATION
• European Community (EC) Number: 222-211-9
• DSSTox Substance ID: DTXSID701311928
• Wikidata: Q27125012
• Mol file: 3387-36-8.mol

Synonyms:UMP(2-);5'-UMP disodium;Disodium 5'-UMP;Uridine, 5'-dihydrogen phosphate, disodium salt;3387-36-8;C9H11N2O9P.2Na;Disodium uridine 5'-phosphate;CCRIS 6562;Disodium uridine 5'-monophosphate;Disodium uridine-5'-monophosphate;5'-uridylic acid (8CI)(9CI);C9-H11-N2-O9-P.2Na;EINECS 222-211-9;NSC 20257;Uridine-5-monophosphate disodium salt;5'-URIDYLIC ACID, DISODIUM SALT;UMP dianion;2qaf;2qcd;2qcn;3bar;3dxg;5'-uridylate;2j4k;2zz6;3ex3;5'-O-phosphonatouridine;5'-Uridylic acid, ion(2-);uridine 5'-monophosphate(2-);CHEBI:57865;DTXSID701311928;Uridine monophosphate disodium salt;A832094;Q27125012;[(2R,3S,4R,5R)-5-(2,4-dioxo-1-pyrimidinyl)-3,4-dihydroxy-2-oxolanyl]methyl phosphate;[(2R,3S,4R,5R)-5-[2,4-bis(oxidanylidene)pyrimidin-1-yl]-3,4-bis(oxidanyl)oxolan-2-yl]methyl phosphate;5690-54-0

Chemical Property of 5'-Uridylic acid, disodium salt

Chemical Property:

• Appearance/Colour: Crystalline
• Melting Point: 208-210 °C
• Refractive Index: -14 ° (C=1, H2O)
• PKA: 6.4, 9.5(at 25℃)
• PSA: 186.78000
• Density: 1.865g/cm3
• LogP: -1.85850
• Storage Temp.: −20°C
• Solubility.: Water (Slightly)
• Water Solubility.: 40 g/100 mL (20 ºC)
• XLogP3: -3.8
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 9
• Rotatable Bond Count: 3
• Exact Mass: 322.02021693
• Heavy Atom Count: 21
• Complexity: 506

Purity/Quality:

99% up, ^*data from raw suppliers

Uridine 5′-monophosphate disodium salt ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 22-24/25-36-26

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CN(C(=O)NC1=O)C2C(C(C(O2)COP(=O)([O-])[O-])O)O
• Isomeric SMILES: C1=CN(C(=O)NC1=O)[C@H]2[C@@H]([C@@H]([C@H](O2)COP(=O)([O-])[O-])O)O
• Uses: A nucleotide that is a major component of ribonucleic acid. It is found in dietary supplements as well as natural RNA rich foods and has been shown to increase cognitive function in animals. Uridine 5’-Monophosphate Disodium Salt is a derivative of Uridine (U829910) which is a major ribonucleic acid. Uridine 5′-monophosphate disodium salt has been used to study the effect of pyrimidine synthesis inhibitor, 5-azacytidine, on cholesterol and lipid metabolism. It has been used to study the effect of nucleotides on growth of specific intestinal bacteria.

Technology Process of 5'-Uridylic acid, disodium salt

There total 13 articles about 5'-Uridylic acid, disodium salt which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 94.0%

O,O-dibenzyl O-(5'-deoxyuridine-5'-yl)phosphate → disodium uridine-5'-monophosphate (3387-36-8)

Guidance literature:

O,O-dibenzyl O-(5'-deoxyuridine-5'-yl)phosphate; With palladium 10% on activated carbon; hydrogen; In methanol; at 20 ℃; for 5.5h;

In methanol;

DOI:10.1002/cmdc.202100603

Reference yield:

adenosine-5'-monophosphate disodium salt (4578-31-8) → disodium uridine-5'-monophosphate (3387-36-8)

Guidance literature:

Multi-step reaction with 3 steps

1: 94 percent / Dowex 50 W-X₈ (H⁺ form) / H₂O / 0.14 h / Heating

2: 70 mmol / Na₂ATP, MgCl₂*6H₂O, PEP^-K⁺, K₂HPOu, Na₂EDTA / 96 h / 30 °C / immobilized PRPP synthetase, pyruvate kinase, adenylate kinase, pH 7.4

3: MgCl₂*6H₂O, DTT / 192 h / PAN-immobilized O-5-decarboxylase, O-5-P-pyrophosphorylase, PP_iase

With dipotassium hydrogenphosphate; DL-dithiothreitol; Dowex 50 W-X₈ (H⁺ form); edetate disodium; phospho(enol)pyruvic acid mono potassium salt; magnesium chloride; In water;

DOI:10.1021/ja00363a037

Reference yield:

α,β-D-ribofuranose-5-phophate disodium salt (108321-99-9,150713-51-2) → disodium uridine-5'-monophosphate (3387-36-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 70 mmol / Na₂ATP, MgCl₂*6H₂O, PEP^-K⁺, K₂HPOu, Na₂EDTA / 96 h / 30 °C / immobilized PRPP synthetase, pyruvate kinase, adenylate kinase, pH 7.4

2: MgCl₂*6H₂O, DTT / 192 h / PAN-immobilized O-5-decarboxylase, O-5-P-pyrophosphorylase, PP_iase

With dipotassium hydrogenphosphate; DL-dithiothreitol; edetate disodium; phospho(enol)pyruvic acid mono potassium salt; magnesium chloride;

DOI:10.1021/ja00363a037

upstream raw materials:

orotic acid sodium salt

5-phospho-D-ribosyl α-1-pyrophosphate

uridine

D-Ribose

Downstream raw materials:

5(E)-(3-nitrostyryl)uridine 5'-phosphate

UDP-glucose

uridine 5'-monophosphate morpholidate

_P¹,_P⁴-di(uridine-5')-tetraphosphate

Refernces

• 1、 Chambers. "Synthesis of tritiouridine 5'-phosphate via the photohydrate of uridylic acid.". . p. 2192 - 2193. Retrieved 1968.
• 2、 Berney, Mark,Fay, Ellen M.,Manoj, Manav T,McGouran, Joanna F.. "5’-Phosphorylation Increases the Efficacy of Nucleoside Inhibitors of the DNA Repair Enzyme SNM1A". . . Retrieved 2022/01/13.