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2'-Deoxyisocytidine, Iso-dC

2′-Deoxyisocytidine (iso-dC) is an artificial pyrimidine nucleoside in which the hydrogen-bonding pattern of natural cytidine has been rearranged to create a non-natural base. When incorporated into DNA, iso-dC typically pairs with 2′-deoxyisoguanosine (iso-dG), forming an orthogonal base pair that is distinct from the natural A:T and G:C base pairs. This alternative pairing system provides an important platform for expanding the chemical and informational diversity of synthetic nucleic acids.

The iso-dC:iso-dG base pair has been extensively investigated as one of the earliest artificial base-pairing systems for studying alternative genetic alphabets, DNA recognition, and nucleic acid engineering. Although it is not part of the modern Benner dZ:dP expanded genetic alphabet, iso-dC remains an important research tool for exploring hydrogen-bonding patterns, polymerase recognition, duplex stability, and molecular evolution.

Synthetic oligonucleotides containing iso-dC are widely used in synthetic biology, DNA nanotechnology, aptamer development, structural biology, polymerase engineering, and molecular diagnostics. The modification enables researchers to investigate non-natural base pairing while preserving the overall geometry of the DNA duplex.

Bio-Synthesis offers custom DNA oligonucleotides containing 2′-deoxyisocytidine synthesized using high-quality phosphoramidite chemistry. iso-dC may be incorporated at user-defined positions within DNA sequences and combined with numerous additional modifications, including fluorophores, quenchers, biotin, amino modifiers, thiol modifiers, click chemistry handles, PEG linkers, and phosphorothioate linkages.

Typical applications include:

  • Artificial base pairing
  • Synthetic biology
  • DNA nanotechnology
  • Aptamer engineering
  • Molecular diagnostics
  • Polymerase engineering
  • DNA structural biology
  • Nucleic acid chemistry
  • Orthogonal recognition systems
  • Expanded genetic alphabet research

Each modified oligonucleotide is manufactured under stringent quality standards and is available with optional HPLC or PAGE purification, together with analytical characterization by LC-MS, MALDI-TOF, capillary electrophoresis, and additional quality control testing to verify product identity and purity.

Research Use Only (RUO): iso-dC-modified oligonucleotides are supplied exclusively for research applications.
 

Property Typical Value
Modification 2′-Deoxyisocytidine (iso-dC)
Modification Type Artificial pyrimidine nucleobase
Parent Base Cytidine analog
Complementary Base 2′-Deoxyisoguanosine (iso-dG)
Sugar 2′-Deoxyribose
Compatible Oligos DNA oligonucleotides
Typical Applications Artificial base pairing, synthetic biology, DNA nanotechnology, aptamer engineering, molecular diagnostics

Product Information

 

Product Name:

2'-Deoxyisocytidine, Iso-dC

Alternate Name:

iso-dC, 2′-Deoxyisocytidine

Modification Code:

[Iso-dC]

Structure:

Bio-Synthesis Inc. Oligo Structure

Purification:

HPLC

Delivery Format:

Lyophilized

Shipping Conditions:

Room Temperature

Storage Conditions:

-20°C To -70°C
Oligonucleotides are stable in solution at 4°C for up to 2 weeks. Properly reconstituted material stored at -20°C should be stable for at least 6 months. Dried DNA (when kept at 20°C) in a nuclease-free environment should be stable for years.


References/Citations:

  1. Switzer C, Moroney SE, Benner SA. Enzymatic incorporation of a new base pair into DNA and RNA. Journal of the American Chemical Society. 1989;111(21):8322-8323. DOI: 10.1021/ja00203a066
  2. Piccirilli JA, Krauch T, Moroney SE, Benner SA. Enzymatic incorporation of a new base pair into DNA and RNA extends the genetic alphabet. Nature. 1990;343:33-37. DOI: 10.1038/343033a0
  3. Benner SA, Sismour AM. Synthetic biology. Nature Reviews Genetics. 2005;6(7):533-543. DOI: 10.1038/nrg1637
  4. Herdewijn P, ed. Modified Nucleosides in Biochemistry, Biotechnology and Medicine. Wiley-VCH; 2008.

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