Uridine 2'-phosphate

Base Information

• Chemical Name: Uridine 2'-phosphate
• CAS No.: 131-83-9
• Molecular Formula: C9H13 N2 O9 P
• Molecular Weight: 324.184
• European Community (EC) Number: 205-040-4
• UNII: ATU41D776Z
• DSSTox Substance ID: DTXSID20156836
• Nikkaji Number: J39.034H
• Wikidata: Q27103486
• Metabolomics Workbench ID: 41440
• ChEMBL ID: CHEMBL447360
• Mol file: 131-83-9.mol

Synonyms:Uridine 2'-phosphate;2'-uridylic acid;131-83-9;Uridine 2'-monophosphate;2'-UMP;Uridine 2/'-monophosphate;ATU41D776Z;CHEMBL447360;CHEBI:28070;EINECS 205-040-4;[(2R,3R,4R,5R)-2-(2,4-dioxopyrimidin-1-yl)-4-hydroxy-5-(hydroxymethyl)oxolan-3-yl] dihydrogen phosphate;2'-Uridylate;(2R,3R,4R,5R)-2-(2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)-4-hydroxy-5-(hydroxymethyl)tetrahydrofuran-3-yl dihydrogen phosphate;PHOSPHORIC ACID MONO-[2-(2,4-DIOXO-3,4-DIHYDRO-2H-PYRIMIDIN-1-YL)-4-HYDROXY-5-HYDROXYMETHYL-TETRAHYDRO-FURAN-3-YL] ESTER;Uridine-2'-phosphoric acid;Uridylsaurea;2'-Phosphouridine;U2P;uridin-2'-monophosphat;uridine 2''-phosphate;1o0m;UNII-ATU41D776Z;SCHEMBL2056829;DTXSID20156836;Uridine 2'-(dihydrogen phosphate);BDBM50292723;C03031;Q27103486;URIDINE-2'-PHOSPHATE;2'-URIDINEMONOPHOSPHATE;(2R,3R,4R,5R)-2-(2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)-4-hydroxy-5-(hydroxymethyl)tetrahydrofuran-3-yldihydrogenphosphate;{[(2R,3R,4R,5R)-2-(2,4-dioxo-1,2,3,4-tetrahydropyrimidin-1-yl)-4-hydroxy-5-(hydroxymethyl)oxolan-3-yl]oxy}phosphonic acid

Chemical Property of Uridine 2'-phosphate

Chemical Property:

• Boiling Point: °Cat760mmHg
• PKA: 1.83±0.10(Predicted)
• Flash Point: °C
• PSA: 181.38000
• Density: 1.88g/cm³
• LogP: -2.32260
• XLogP3: -3.1
• Hydrogen Bond Donor Count: 5
• Hydrogen Bond Acceptor Count: 9
• Rotatable Bond Count: 4
• Exact Mass: 324.03586699
• Heavy Atom Count: 21
• Complexity: 517

Purity/Quality:

98%min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CN(C(=O)NC1=O)C2C(C(C(O2)CO)O)OP(=O)(O)O
• Isomeric SMILES: C1=CN(C(=O)NC1=O)[C@H]2[C@@H]([C@@H]([C@H](O2)CO)O)OP(=O)(O)O

Technology Process of Uridine 2'-phosphate

There total 35 articles about Uridine 2'-phosphate 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:

phosphoric acid adenosin-5'-yl ester uridin-3'-yl ester (3256-24-4) → uridine 2',3'-cyclic phosphate (606-02-0) + uridine-3'-phosphate (84-53-7) + uridine 2'-monophosphate (131-83-9) + adenosine (58-61-7)

Guidance literature:

With deuteriated sodium hydroxide; sodium chloride; In water-d2; at 24.84 ℃; pH=10.80 - 13.59; Further Variations:; pH-values; Kinetics;

DOI:10.1021/jo026545o

Reference yield:

uridylyl-(2'->5')-uridine (13493-13-5) → uridine 2'-monophosphate (131-83-9) + uridine (58-96-8)

Guidance literature:

With DL-dithiothreitol; partly purifified 2',5'-phosphodiesterase; potassium chloride; magnesium acetate; glycerol; N-2-hydroxyethylpiperazine-N'-2-ethanesulfonic acid; In water; at 30 ℃; for 0.5h;

Reference yield:

C18H25N4O14P*H3N → uridine 2',3'-cyclic phosphate (606-02-0) + uridine-3'-phosphate (84-53-7) + uridine 2'-monophosphate (131-83-9) + uridine (58-96-8)

Guidance literature:

With 1H-imidazole; Zn(II)*1,3-bis(1,4,7-triazacyclonon-1-yl)-2-hydroxypropane; at 25 ℃; pH=7.0; Further Variations:; pH-values; Kinetics;

DOI:10.1021/ja056167f

upstream raw materials:

dibenzyl phosphochloridate

3',5'-di-O-acetyluridine

uridine 3',5'-cyclic monophosphate

uridine 2',3'-cyclic phosphate

Downstream raw materials:

N-carbamoyl-β-alanine

D-ribo-3,4,5-Trihydroxy-2-phosphonooxy-valeraldehyd

uridine-3'-phosphate

uridine

Refernces

• 1、 Mikhailov, Sergey N.,Oivanen, Mikko,Oksman, Pentti,Loennberg, Harri. "Hydrolysis of 2'- and 3'-C-Methyluridine 2',3'-Cyclic Monophosphates and Interconversion and Dephosphorylation of the Resulting 2'- and 3'-Monophosphates: Comparision with the Reactions of Uridine Monophosphates". . p. 4122 - 4126. Retrieved 1992.
• 2、 Prakash, Thazha P.,Ganesh, Krishna N.. "Ribonuclease Mimic: Zn2+ Promoted Cleavage of C8-Histamino-r(UpA) proceeds through 2',3'-cUMP as Intermediate". . p. 1357 - 1358. Retrieved 1994.
• 3、 Dantzman, Cathy L.,Kiessling, Laura L.. "Reactivity of a 2'-thio nucleotide analog". . p. 11715 - 11719. Retrieved 1996.
• 4、 Crestfield,Allen. "". . p. 424. Retrieved 1955.
• 5、 Ora, Mikko,Oivanen, Mikko,Loennberg, Harri. "Hydrolytic dethiophosphorylation and desulfurization of the monothioate analogues of uridine monophosphates under acidic conditions". . p. 771 - 774. Retrieved 1996.
• 6、 Nwe, Kido,Andolina, Christopher M.,Morrow, Janet R.. "Tethered dinuclear europium(III) macrocyclic catalysts for the cleavage of RNA". body text. p. 14861 - 14871. Retrieved 2009/02/08.