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Useful as starting structure for 2'-deoxyadenosine nucleotides modified in position 8, as cytotoxic nucleoside and of potential interest in research on bromine-stressed DNA. Detailed technical information available. References: Liu & Verdine, Tetrahedr. Lett., 33, 4265 - 4268 (1992); Coomber et al., Int. J. Parasitol., 24, 357 - 365 (1994); Jimenez et al., Photochem. Photobiol. Sci., 3, 1042 - 1046 (2004). This compound is also part of the Ko-Libri compound library (K 001)
Cat. No.
B 027
CAS number
[14985-44-5]
Purity
> 98% HPLC
Storage temperature
-20°C / -4°F
Molecular formula
C₁₀H₁₂BrN₅O₃
Molecular weight [g/mol]
330.1
Absorption max [nm]
264
Molar extinction coefficient ε [L·mol⁻¹·cm⁻¹]
17000
1. Jimenez L. B., Encinas S., Miranda M. A., Navacchia M. L.Chatgilialoglu C., Photochem. Photobiol. Sci., 3, 1042 - 1046 (2004), "The Photochemistry of 8-Bromo-2'-Deoxyadenosine. A Direct Entry to Cyclopurine Lesions"
2. Shen Z., Mitra S. N., Wu W., Chen Y., Yang Y., Qin J.Hazen S. L., Biochemistry, 40, 2041 - 2051 (2001), "Eosinophil Peroxidase Catalyzes Bromination of Free Nucleosides and Double-Stranded DNA"
3. Coomber D. W. J., O'Sullivan W. J.Gero A. M., Int. J. Parasitol., 24, 357 - 365 (1994), "Adenosine Analogues as Antimetabolites against Plasmodium Falciparum Malaria"
4. Liu J.Verdine G. L., Tetrahedron Lett., 33, 4265 - 4268 (1992), "Synthesis of Photoactive DNA: Incorporation of 8-Bromo-2'-Deoxyadenosine into Synthetic Oligodeoxynucleotides"