Adenylyl-(2'-->5')-uridine

Base Information

• Chemical Name: Adenylyl-(2'-->5')-uridine
• CAS No.: 10061-10-6
• Molecular Formula: C19H24 N7 O12 P
• Molecular Weight: 573.413
• DSSTox Substance ID: DTXSID301312881
• Nikkaji Number: J241.255A
• Mol file: 10061-10-6.mol

Synonyms:Adenylyl-(2'-->5')-uridine;DTXSID301312881

Chemical Property of Adenylyl-(2'-->5')-uridine

Chemical Property:

• Boiling Point: °Cat760mmHg
• Flash Point: °C
• Density: 2.23g/cm³
• XLogP3: -4.8
• Hydrogen Bond Donor Count: 7
• Hydrogen Bond Acceptor Count: 16
• Rotatable Bond Count: 8
• Exact Mass: 573.12205622
• Heavy Atom Count: 39
• Complexity: 1030

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)COP(=O)(O)OC3C(C(OC3N4C=NC5=C(N=CN=C54)N)CO)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[C@@H]3[C@@H]([C@H](O[C@H]3N4C=NC5=C(N=CN=C54)N)CO)O)O)O

Technology Process of Adenylyl-(2'-->5')-uridine

There total 9 articles about Adenylyl-(2'-->5')-uridine 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:

UTP (63-39-8) + ATP (56-65-5,896506-78-8) → A2'p5'A2'p5'U (97205-06-6) + uridylyl-(5'->2')-adenosine (10061-10-6) + adenylyl(3'-5')phosphoadenine (2273-76-9)

Guidance literature:

UTP; ATP; With potassium chloride; magnesium chloride; at 37 ℃; for 1h; pH=8; aq. buffer; Enzymatic reaction;

With shrimp alkaline phosphatase; magnesium chloride; at 37 ℃; for 1h; pH=8; aq. buffer; Enzymatic reaction;

DOI:10.3390/md8020235

Reference yield:

cytidine triphosphate (65-47-4,13191-15-6) + ATP (56-65-5,896506-78-8) → A2'p5'A2'p5'C (97226-64-7) + A2'p5'A2'p5'U (97205-06-6) + uridylyl-(5'->2')-adenosine (10061-10-6) + adenylyl(2'-5')cytidine (10318-62-4)

Guidance literature:

cytidine triphosphate; ATP; With potassium chloride; magnesium chloride; at 37 ℃; pH=8; aq. buffer; Enzymatic reaction;

With shrimp alkaline phosphatase; magnesium chloride; at 37 ℃; for 1h; pH=8; aq. buffer; Enzymatic reaction;

DOI:10.3390/md8020235

Reference yield:

cytidine triphosphate (65-47-4,13191-15-6) + ATP (56-65-5,896506-78-8) → C2'p5'A2'p5'C (1170694-62-8) + A2'p5'A2'p5'C (97226-64-7) + A2'p5'A2'p5'U (97205-06-6) + C2'p5'A2'p5'A (1270047-38-5) + A2'p5'A2'p5'A2'p5'C (1270047-39-6) + uridylyl-(5'->2')-adenosine (10061-10-6) + adenylyl(2'-5')cytidine (10318-62-4) + C2'p5'A (22886-36-8)

Guidance literature:

cytidine triphosphate; ATP; With potassium chloride; magnesium chloride; at 37 ℃; pH=8; aq. buffer; Enzymatic reaction;

With shrimp alkaline phosphatase; magnesium chloride; at 37 ℃; for 1h; pH=8; aq. buffer; Enzymatic reaction;

DOI:10.3390/md8020235

upstream raw materials:

2',3'-di-O-acetyl-uridine

O^5'-acetyl-O^2'_,O3'-hydroxyphosphoryl-adenosine

adenosine monophosphate

adenosine 2',3'-cyclic monophosphate

Refernces

• 1、 Lopp, Annika,Reintamm, Tonu,Kuusksalu, Anne,Tammiste, Indrek,Pihlak, Arno,Kelve, Merike. "Natural occurrence of 2′,5′-linked heteronucleotides in marine sponges". experimental part. p. 235 - 254. Retrieved 2010/10/19.