Uridine 5'-triphosphate

Base Information

• Chemical Name: Uridine 5'-triphosphate
• CAS No.: 63-39-8
• Molecular Formula: C9H15N2O15P3
• Molecular Weight: 484.144
• European Community (EC) Number: 200-558-7
• UNII: UT0S826Z60
• DSSTox Substance ID: DTXSID0041147
• Nikkaji Number: J4.827E
• Wikipedia: Uridine_triphosphate
• Wikidata: Q32904692
• NCI Thesaurus Code: C2613
• Pharos Ligand ID: LFH9HSQ6PC39
• Metabolomics Workbench ID: 37180
• ChEMBL ID: CHEMBL336296
• Mol file: 63-39-8.mol

Synonyms:Magnesium Uridine Triphosphate;Magnesium UTP;Mg UTP;Mg-UTP;Triphosphate, Magnesium Uridine;Triphosphate, Uridine;Uridine Triphosphate;UTP;UTP, Magnesium

Chemical Property of Uridine 5'-triphosphate

Chemical Property:

• PKA: pK1:7.58 (25°C)
• Flash Point: 113oC
• PSA: 293.80000
• Density: 2.106 g/cm³
• LogP: -2.50090
• Storage Temp.: −20°C
• XLogP3: -5.8
• Hydrogen Bond Donor Count: 7
• Hydrogen Bond Acceptor Count: 15
• Rotatable Bond Count: 8
• Exact Mass: 483.96852877
• Heavy Atom Count: 29
• Complexity: 839

Purity/Quality:

99% ^*data from raw suppliers

Uridine Triphosphate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 20/21/22-68/20/21/22
• Safety Statements: 22-26-36

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Biological Agents -> Nucleic Acids and Derivatives
• Canonical SMILES: C1=CN(C(=O)NC1=O)C2C(C(C(O2)COP(=O)(O)OP(=O)(O)OP(=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)OP(=O)(O)OP(=O)(O)O)O)O
• Recent ClinicalTrials: Pyridoxine, P2 Receptor Antagonism, and ATP-mediated Vasodilation in Young Adults
• Description: Uridine triphosphate (UTP;Uridine 5'-triphosphate) is a nucleotide that regulates the functions of the pancreas in endocrine and exocrine secretion, proliferation, channels, transporters, and intracellular signaling under normal and disease states.
• Uses: Uridine 5′-triphosphate trisodium salt solution has been used to increase the intracellular Ca2+ levels in rat primary tracheal epithelial cells. It has also been used as a nucleotide substrate to analyze the activity of MutT homologue 1 (MTH1).

Technology Process of Uridine 5'-triphosphate

There total 33 articles about Uridine 5'-triphosphate 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: 36.0%

5'-Uridylic Acid (58-97-9,27416-86-0) → UDP (58-98-0) + UTP (63-39-8)

Guidance literature:

With N-ethylmorpholine buffer; phosphorotriimidazolide; at 22 ℃; for 72h; other 5'-nucleotides, also with phosphorotribenzimidazolide, MnCl₂; other time, temperature;

DOI:10.1016/S0040-4039(00)74092-5

Reference yield: 9.3%

C9H14N2O16P4 → UTP (63-39-8)

Guidance literature:

With pyridine; water; iodine; In N,N-dimethyl-formamide; at 20 ℃; for 2.25h;

Reference yield:

→ guanosine 5'-triphosphate (86-01-1) + cytidine triphosphate (65-47-4,13191-15-6) + UTP (63-39-8) + ATP (56-65-5,896506-78-8)

Guidance literature:

With sodium hydroxide; potassium phosphate; nuclease P₁; PAN-immobilized PNPase; phospho(enol)pyruvic acid mono potassium salt; magnesium chloride; manganese(ll) chloride; Yield given. Multistep reaction. Yields of byproduct given; 1.) water, 50 deg C, 1 h, 2.) room temperature, 4 days;

DOI:10.1021/ja00339a021

upstream raw materials:

orotic acid

5'-Uridylic Acid

ATP

uridine 5'-(2-deoxy-α-D-glucopyranosyl diphosphate)

Downstream raw materials:

UDP-glucose

cytidine triphosphate

P¹-5'-O-adenosine-P⁴-5'-O-uridine tetraphosphate

uridine

Refernces

• 1、 -. "Synthetic method of nucleoside tetraphosphate". Paragraph 0098; 0102-0107. . Retrieved 2019/02/04.
• 2、 Gillerman, Irina,Fischer, Bilha. "An improved one-pot synthesis of nucleoside 5'-triphosphate analogues". experimental part. p. 245 - 256. Retrieved 2011/08/06.