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7-iodo-7-deaza-2′-deoxyadenosine – CAS 166247-63-8

7-iodo-7-deaza-2′-deoxyadenosine – CAS 166247-63-8 is synthesised by Sigut Labs (Prague, Czech Republic).

Purity (LC-MS)

95%+

Package contents

7-iodo-7-deaza-2′-deoxyadenosine

This compound is for research use only. We do not sell to patients.

Amount

1 g		€ 400	Stock
Do you want custom amount?				Custom amount

Amount

1 g

€ 400

Stock

Do you want custom amount?

Custom amount

Characterisation

CAS: 166247-63-8

IUPAC name: (2R,3S,5R)-5-(4-amino-5-iodopyrrolo[2,3-d]pyrimidin-7-yl)-2-(hydroxymethyl)oxolan-3-ol

Other names: iodoadenosine; 5-Iodo-2′-deoxytubercidin

Molecular weight: 376.15 g/mol

Molecular formula: C₁₁H₁₃IN₄O₃

InChI: InChI=1S/C11H13IN4O3/c12-5-2-16(8-1-6(18)7(3-17)19-8)11-9(5)10(13)14-4-15-11/h2,4,6-8,17-18H,1,3H2,(H2,13,14,15)/t6-,7+,8+/m0/s1

Description

7-iodo-7-deaza-2′-deoxyadenosine is a synthetic nucleotide analogue that is used as a probe for mapping RNA sequences and as an inhibitor of bacterial growth. This compound is also used in the synthesis of oligodeoxynucleotides because it has a high affinity for guanine residues, which can be incorporated into the oligonucleotide chain by chemical ligation. The octameric form of 7-deaza-2′-deoxyadenosine is most active against bacterial cells.

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Payment

Payment terms 30 days net
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References

Seela, F., Feiling, E., Gross, J., Hillenkamp, F., Ramzaeva, N., Rosemeyer, H., & Zulauf, M. (2001). Fluorescent DNA: the development of 7-deazapurine nucleoside triphosphates applicable for sequencing at the single molecule level. Journal of Biotechnology, 86(3), 269-279.
Vrábel, M., Pohl, R., Votruba, I., Sajadi, M., Kovalenko, S. A., Ernsting, N. P., & Hocek, M. (2008). Synthesis and photophysical properties of 7-deaza-2′-deoxyadenosines bearing bipyridine ligands and their Ru (II)-complexes in position 7. Organic & Biomolecular Chemistry, 6(16), 2852-2860.
Čapek, P., Cahová, H., Pohl, R., Hocek, M., Gloeckner, C., & Marx, A. (2007). An efficient method for the construction of functionalized DNA bearing amino acid groups through cross‐coupling reactions of nucleoside triphosphates followed by primer extension or PCR. Chemistry–A European Journal, 13(21), 6196-6203.