3'-Uridylic acid

Base Information

• Chemical Name: 3'-Uridylic acid
• CAS No.: 84-53-7
• Molecular Formula: C9H13 N2 O9 P
• Molecular Weight: 324.184
• European Community (EC) Number: 201-538-0,252-415-3
• UNII: ZI74VYB8VZ
• DSSTox Substance ID: DTXSID401018973
• Nikkaji Number: J39.035F
• Wikidata: Q27103948
• Metabolomics Workbench ID: 51883
• ChEMBL ID: CHEMBL460741
• Mol file: 84-53-7.mol

Synonyms:3'-uridylic acid;uridine 3'-phosphate

Chemical Property of 3'-Uridylic acid

Chemical Property:

• PKA: 1.83±0.10(Predicted)
• PSA: 362.24000
• Density: 1.88±0.1 g/cm3(Predicted)
• LogP: -5.46980
• XLogP3: -3.6
• 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%,99%, ^*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)OP(=O)(O)O)O
• Isomeric SMILES: C1=CN(C(=O)NC1=O)[C@H]2[C@@H]([C@@H]([C@H](O2)CO)OP(=O)(O)O)O

Technology Process of 3'-Uridylic acid

There total 57 articles about 3'-Uridylic acid 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:

uridilyl(3'<*>5')adenosine → uridine-3'-phosphate (84-53-7) + uracil (66-22-8,144104-68-7,18324-22-6,27072-01-1,2920-92-5,51953-19-6) + adenine (66224-66-6,66224-67-7,66224-68-8,66224-69-9,134434-48-3,134434-49-4,134454-76-5,134461-75-9) + adenosine (58-61-7)

Guidance literature:

With sodium persulfate; buffer pH=7; at 70 ℃; for 4h; Further byproducts given;

DOI:10.1246/bcsj.67.2257

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:

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:

uridine 2',3'-cyclic phosphate

cytidine 3'-monophosphate

1-methyl-4-carboxypyridinium chloride

uridine 3',5'-cyclic monophosphate

Downstream raw materials:

uridine 2'-monophosphate

uridine

1-methyl-4-carboxypyridinium chloride

N-carbamoyl-β-alanine

Refernces

• 1、 Lain,L?nnberg,L?nnberg. "Buffer catalyzed cleavage of uridylyl-3′,5′-uridine in aqueous DMSO: Comparison to its activated analog, 2-hydroxypropyl 4-nitrophenyl phosphate". . p. 3484 - 3492. Retrieved 2015/03/18.
• 2、 Pav, Ondej,Koiova, Ivana,Barvik, Ivan,Pohl, Radek,Budinsky, Milo,Rosenberg, Ivan. "Synthesis of oligoribonucleotides with phosphonate-modified linkages". supporting information; experimental part. p. 6120 - 6126. Retrieved 2011/10/10.