8-Bromo-2'-deoxyadenosine

Base Information

• Chemical Name: 8-Bromo-2'-deoxyadenosine
• CAS No.: 14985-44-5
• Molecular Formula: C10H12BrN5O3
• Molecular Weight: 330.141
• Nikkaji Number: J981.590B
• Mol file: 14985-44-5.mol

Synonyms:2'-deoxy-8-bromoadenosine;8-B-2-DA;8-bromo-2'-deoxyadenosine

Chemical Property of 8-Bromo-2'-deoxyadenosine

Chemical Property:

• Melting Point: 202 °C
• Boiling Point: 671 °C at 760 mmHg
• PKA: 13?+-.0.60(Predicted)
• Flash Point: 359.6 °C
• PSA: 119.31000
• Density: 2.3 g/cm³
• LogP: 0.39290
• Solubility.: Soluble in DMSO or DMF
• XLogP3: 0.5
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 2
• Exact Mass: 329.01235
• Heavy Atom Count: 19
• Complexity: 338

Purity/Quality:

96% 1H NMR ^*data from raw suppliers

8-Bromo-2’-deoxyadenosine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): T
• Hazard Codes: T
• Statements: 24-46-63
• Safety Statements: 36-45-53

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1C(C(OC1N2C3=NC=NC(=C3N=C2Br)N)CO)O
• Isomeric SMILES: C1[C@@H]([C@H](O[C@H]1N2C3=NC=NC(=C3N=C2Br)N)CO)O
• Uses: 8-Bromo-2’deoxyadenosine is a brominated DNA adducts generated by human DNA polymerases.

Technology Process of 8-Bromo-2'-deoxyadenosine

There total 6 articles about 8-Bromo-2'-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: 100.0%

2'-deoxy-D-adenosine (958-09-8,7005-15-4) → 8-bromo-2'-deoxyadenosine (14985-44-5,90968-89-1)

Guidance literature:

With bromine; sodium acetate; acetic acid; In water; at 20 - 50 ℃;

DOI:10.1016/j.bmc.2017.03.045

Reference yield:

2'-Deoxyadenosine monohydrate → 8-bromo-2'-deoxyadenosine (14985-44-5,90968-89-1)

Guidance literature:

With sodium hydroxide; bromine; sodium thiosulfate;

Reference yield:

→ 2'-deoxy-7,8-dihydro-6-N-acetyladenosin-8-one + 8-bromo-2'-deoxyadenosine (14985-44-5,90968-89-1)

Guidance literature:

upstream raw materials:

2'-deoxy-D-adenosine

Downstream raw materials:

5-(6-amino-8-bromo-9H-purin-9-yl)-2-((bis(4-methoxyphenyl)(phenyl)methoxy)methyl)tetrahydrofuran-3-ol

(5'S)-5',8-cyclo-2'-deoxyadenosine

2'-deoxy-D-adenosine

8-bromo-2'-deoxyinosine

Refernces

• 1、 Chen, Yumei,Shen, Li,Zhang, Fagen,Lau, Serrine S.,Van Breemen, Richard B.,Nikolic, Dejan,Bolton, Judy L.. "The equine estrogen metabolite 4-hydroxyequilenin causes DNA single- strand breaks and oxidation of DNA bases in vitro". . p. 1105 - 1111. Retrieved 1998.
• 2、 Basu, Ashis K.,Powell, Brent V.. "6-Nitrochrysene-Derived C8-2′-Deoxyadenosine Adduct: Synthesis of Site-Specific Oligodeoxynucleotides and Mutagenicity in Escherichia coli". . p. 604 - 613. Retrieved 2020.
• 3、 Guo, Chun,Mahdavi-Amiri, Yasaman,Hili, Ryan. "Influence of Linker Length on Ligase-Catalyzed Oligonucleotide Polymerization". . p. 793 - 799. Retrieved 2019/02/09.