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5-(Ferrocene-1-yl-ethynyl)-2′-deoxycytidine triphosphate – CAS 1150105-35-3

5-(Ferrocene-1-yl-ethynyl)-2′-deoxycytidine triphosphate – CAS 1150105-35-3 was synthesized and licensed at the IOCB Prague, lab of prof. Michal Hocek.

Purity (LC-MS)

99 %

Package contents

5-(Ferrocene-1-yl-ethynyl)-2′-deoxycytidine triphosphate Na+ salt

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

Amount

1 mg	€ 1400	Stock
5 mg	€ 3500	Stock
Do you want custom amount?			Custom amount

Amount

1 mg

€ 1400

Stock

5 mg

€ 3500

Stock

Do you want custom amount?

Custom amount

Characterisation

CAS: 1150105-35-3

IUPAC name: 5-(Ferrocene-1-yl-ethynyl)-2′-deoxycytidine triphosphate

Molecular weight: 675.2 g/mol; 741.2 g/mol (Na⁺ salt)

Molecular formula: C₂₁H₂₆FeN₃O₁₃P₃

Description

5-(Ferrocene-1-yl-ethynyl)-2′-deoxycytidine triphosphate is a ferrocene labeled analog of natural cytidine triphosphate. Ferrocene is used as the gold standard for electrochemical labeling. Its conjugation at 5- position of cytidine triphosphate allows enzymatic incorporation of such analog in primer extension reactions and PCR. The compound might be used for electrochemical redox labeling of DNA, site-specific redox labeling, or in the development of highly sensitive genosensors.

5-(Ferrocene-1-yl-ethynyl)-2′-deoxycytidine triphosphate was synthesized and licensed at the IOCB Prague, lab of prof. Michal Hocek.

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References

Brázdilová, P.; Vrábel, M.; Pohl, R.; Pivoňková, H.; Havran, L.; Hocek, M.; Fojta, M., Ferrocenylethynyl Derivatives of Nucleoside Triphosphates: Synthesis, Incorporation, Electrochemistry, and Bioanalytical Applications. Chemistry – A European Journal 2007, 13 (34), 9527-9533.
Ménová, P.; Cahová, H.; Plucnara, M.; Havran, L.; Fojta, M.; Hocek, M., Polymerase synthesis of oligonucleotides containing a single chemically modified nucleobase for site-specific redox labelling. Chemical Communications 2013, 49 (41), 4652-4654.
Magriñá, I.; Toldrà, A.; Campàs, M.; Ortiz, M.; Simonova, A.; Katakis, I.; Hocek, M.; O’Sullivan, C. K., Electrochemical genosensor for the direct detection of tailed PCR amplicons incorporating ferrocene labelled dATP. Biosensors and Bioelectronics 2019, 134, 76-82.
Simonova, A.; Magriñá, I.; Sýkorová, V.; Pohl, R.; Ortiz, M.; Havran, L.; Fojta, M.; O’Sullivan, C. K.; Hocek, M., Tuning of Oxidation Potential of Ferrocene for Ratiometric Redox Labeling and Coding of Nucleotides and DNA. Chemistry – A European Journal 2020, 26 (6), 1286-1291.