2',3'-Cyclic AMP

Base Information

• Chemical Name: 2',3'-Cyclic AMP
• CAS No.: 634-01-5
• Molecular Formula: C10H12N5O6P
• Molecular Weight: 329.209
• Hs Code.: 2934999090
• European Community (EC) Number: 211-202-5
• UNII: RF9KK48263
• DSSTox Substance ID: DTXSID20979567
• Nikkaji Number: J205.905C
• Wikidata: Q27103372
• Metabolomics Workbench ID: 51480
• Mol file: 634-01-5.mol

Synonyms:2',3'-cyclic AMP;2',3'-cyclic AMP, monosodium salt;2',3'-cyclic AMP, sodium salt;adenosine cyclic 2',3'-monophosphate;adenosine cyclic 2,3 monophosphate;adenosine cyclic-2',3'-monophosphate

Chemical Property of 2',3'-Cyclic AMP

Chemical Property:

• Melting Point: 208-213°C
• Boiling Point: 688.2 °C at 760 mmHg
• Flash Point: 370 °C
• PSA: 164.65000
• Density: 2.47 g/cm³
• LogP: -0.23620
• Storage Temp.: -20°C Freezer, Under Inert Atmosphere
• Solubility.: Methanol (Slightly), Water (Slightly)
• XLogP3: -2.6
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 10
• Rotatable Bond Count: 2
• Exact Mass: 329.05252012
• Heavy Atom Count: 22
• Complexity: 498

Purity/Quality:

97% ^*data from raw suppliers

Adenosine 2',3'-cyclic monophosphate triethylammonium salt ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=NC(=C2C(=N1)N(C=N2)C3C4C(C(O3)CO)OP(=O)(O4)O)N
• Isomeric SMILES: C1=NC(=C2C(=N1)N(C=N2)[C@H]3[C@H]4[C@@H]([C@H](O3)CO)OP(=O)(O4)O)N
• Uses: A 2',3'-cyclic nucleotide phosphodiester.

Technology Process of 2',3'-Cyclic AMP

There total 37 articles about 2',3'-Cyclic AMP 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: 95.0%

adenosine monophosphate (84-21-9) → adenosine 2',3'-cyclic monophosphate (634-01-5)

Guidance literature:

With CYANAMID; Glyoxilic acid; magnesium chloride; In water; at 40 ℃; for 24h; pH=5; Reagent/catalyst; Temperature;

DOI:10.1039/c7cc07517k

Reference yield:

adenosine (58-61-7) → adenosine monophosphate (84-21-9) + 5'-adenosine monophosphate (61-19-8,24937-83-5,67583-85-1) + adenosine 2',3'-cyclic monophosphate (634-01-5) + adenosine 2'-monophosphate (130-49-4)

Guidance literature:

With hydroxyapatite; ammonium ferrocyanide; water; ammonium formate; urea; at 85 ℃;

DOI:10.1002/anie.201908272

Reference yield:

adenyl(3'-5')phophoadenine (2391-46-0,30066-84-3,88054-63-1) → adenosine 2',3'-cyclic monophosphate (634-01-5) + adenosine (58-61-7)

Guidance literature:

With zinc(II) nitrate; sodium nitrate; HEPES buffer; In water; at 90.1 ℃; Rate constant;

DOI:10.1080/07328319608002466

upstream raw materials:

adenosine monophosphate

adenosine 2'-monophosphate

dicyclohexyl-carbodiimide

5'-O-(4,4'-dimethoxytrityl)-N⁶-dimethylaminomethyleneadenosine

Downstream raw materials:

adenosine monophosphate

adenosine 2'-monophosphate

[3']adenylic acid monobenzyl ester

adenylyl(3'-5')phosphoadenine

Refernces

• 1、 Tsanakopoulou, Maria,Sutherland, John D.. "Cyanamide as a prebiotic phosphate activating agent-catalysis by simple 2-oxoacid salts". . p. 11893 - 11896. Retrieved 2017.
• 2、 Song, Emilie Yeonwha,Jiménez, Eddy Ivanhoe,Lin, Huacan,Le Vay, Kristian,Krishnamurthy, Ramanarayanan,Mutschler, Hannes. "Prebiotically Plausible RNA Activation Compatible with Ribozyme-Catalyzed Ligation". supporting information. p. 2952 - 2957. Retrieved 2020/12/13.
• 3、 Burcar, Bradley,Casta?eda, Alma,Lago, Jennifer,Daniel, Mischael,Pasek, Matthew A.,Hud, Nicholas V.,Orlando, Thomas M.,Menor-Salván, César. "A Stark Contrast to Modern Earth: Phosphate Mineral Transformation and Nucleoside Phosphorylation in an Iron- and Cyanide-Rich Early Earth Scenario". . p. 16981 - 16987. Retrieved 2019/11/11.