5'-Fluoro-5'-deoxyadenosine

Base Information

• Chemical Name: 5'-Fluoro-5'-deoxyadenosine
• CAS No.: 731-98-6
• Molecular Formula: C10H12FN5O3
• Molecular Weight: 269.235
• UNII: 8LJ6NC6D44
• DSSTox Substance ID: DTXSID701031716
• Nikkaji Number: J1.358.629B
• Wikipedia: 5%27-Deoxy-5%27-fluoroadenosine,5'-Deoxy-5'-fluoroadenosine
• Wikidata: Q18353094
• Metabolomics Workbench ID: 53589
• ChEMBL ID: CHEMBL1212979
• Mol file: 731-98-6.mol

Synonyms:5'-FDA cpd;5'-fluoro-5'-deoxyadenosine

Chemical Property of 5'-Fluoro-5'-deoxyadenosine

Chemical Property:

• Boiling Point: 624.3°Cat760mmHg
• Flash Point: 331.4°C
• Density: 2.01g/cm³
• XLogP3: -0.6
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 8
• Rotatable Bond Count: 2
• Exact Mass: 269.09241742
• Heavy Atom Count: 19
• Complexity: 338

Purity/Quality:

97% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=NC(=C2C(=N1)N(C=N2)C3C(C(C(O3)CF)O)O)N
• Isomeric SMILES: C1=NC(=C2C(=N1)N(C=N2)[C@H]3[C@@H]([C@@H]([C@H](O3)CF)O)O)N

Technology Process of 5'-Fluoro-5'-deoxyadenosine

There total 1 articles about 5'-Fluoro-5'-deoxyadenosine 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:

S-adenosyl-L-methionine (485-80-3,15519-60-5,60018-85-1,60018-86-2,79845-28-6) → L-methionine (63-68-3,26062-47-5,58576-49-1) + 5’-fluoro-5’-deoxyadenosine (731-98-6)

Guidance literature:

With potassium fluoride; Streptomyces cattleya fluorinase; tris hydrochloride; In water; at 37 ℃; pH=7.5; aq. buffer; Enzymatic reaction;

DOI:10.1002/anie.200804040

Reference yield:

5’-fluoro-5’-deoxyadenosine (731-98-6) → 2-fluoroethanol (371-62-0) + Fluoroacetic acid (144-49-0) + 4-fluoro-L-threonine (89426-34-6,102130-93-8) + 5'-fluoro-5'-deoxyinosine

Guidance literature:

With Streptomyces cattleya NRRL 8057; Tris buffer; sodium fluoride; at 28 ℃; for 20h; pH=7.8; Further byproducts given;

DOI:10.1002/1521-3773(20021018)41:20<3913::AID-ANIE3913>3.0.CO;2-E

Reference yield:

L-methionine (63-68-3,26062-47-5,58576-49-1) + 5’-fluoro-5’-deoxyadenosine (731-98-6) → S-adenosyl-L-methionine (485-80-3,15519-60-5,60018-85-1,60018-86-2,79845-28-6)

Guidance literature:

With Streptomyces cattleya fluorinase; In phosphate buffer; at 37 ℃; for 12h; pH=7.8; Enzyme kinetics;

DOI:10.1002/anie.200503582

upstream raw materials:

S-adenosyl-L-methionine

Downstream raw materials:

2-fluoroethanol

Fluoroacetic acid

4-fluoro-L-threonine

S-adenosyl-L-methionine

Refernces