67460-15-5
Chemical Structure
2'-Deoxytubercidin 5'-triphosphate
Synonym(s): C7dATP
- CAS. Nr.: 67460-15-5
- Formula:C11H17N4O12P3
- Molecular Weight:490.19
IUPAC Name: ((2R,3S,5R)-5-(4-amino-7H-pyrrolo[2,3-d]pyrimidin-7-yl)-3-hydroxytetrahydrofuran-2-yl)methyl tetrahydrogen triphosphate
InChIKey: AZJLCKAEZFNJDI-DJLDLDEBSA-N
SMILES: O=P(O)(O)OP(OP(OC[C@H]1O[C@@H](N2C3=NC=NC(N)=C3C=C2)C[C@@H]1O)(O)=O)(O)=O
Biological Activity: 2'-Deoxytubercidin 5'-triphosphate (C7dATP) is a deoxyadenosine triphosphate (dATP) analog that serves as a substrate for DNA polymerases. 2'-Deoxytubercidin 5'-triphosphate eliminates Hoogsteen base-pairing capacity and weakens base-stacking interactions; it is recognized and incorporated into nascent DNA strands by DNA polymerases such as Klenow and T7; it reduces DNA electrophoresis compression artifacts; it is effectively degraded by apyrase, thereby lowering the enzyme product inhibition effect caused by dATPaS. 2'-Deoxytubercidin 5'-triphosphate reduces abnormal electrophoretic mobility caused by compression of G or A residues and is used to improve the quality of DNA sequencing data[1][2][3].
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2'-Deoxytubercidin 5'-triphosphate | 2'-Deoxytubercidin 5'-triphosphate (C7dATP) is a deoxyadenosine triphosphate (dATP) analog that serves as a substrate for DNA polymerases. 2'-Deoxytubercidin 5'-triphosphate eliminates Hoogsteen base-pairing capacity and weakens base-stacking interactions; it is recognized and incorporated into nascent DNA strands by DNA polymerases such as Klenow and T7; it reduces DNA electrophoresis compression artifacts; it is effectively degraded by apyrase, thereby lowering the enzyme product inhibition effect caused by dATPaS. 2'-Deoxytubercidin 5'-triphosphate reduces abnormal electrophoretic mobility caused by compression of G or A residues and is used to improve the quality of DNA sequencing data. | |||||||||||||||||||||
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References
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[1]. Jonas Eriksson, et al. 7‑Deaza‑2′‑Deoxyadenosine‑5′‑Triphosphate as an Alternative Nucleotide for the Pyrosequencing Technology. Nucleosides, Nucleotides & Nucleic Acids. 2004;23 (10):1583‑1594.
- [2]. Jensen MA, et al. Improvements in the chain-termination method of DNA sequencing through the use of 7-deaza-2'-deoxyadenosine. DNA sequence : the journal of DNA sequencing and mapping. 1991;1(4):233-9. [Content Brief]
- [3]. Gourlain T, et al. Enhancing the catalytic repertoire of nucleic acids. II. Simultaneous incorporation of amino and imidazolyl functionalities by two modified triphosphates during PCR. Nucleic acids research. 2001 May 01;29(9):1898-905.
