800.227.0627

Bio-Synthesis offer 5-Carboxy-dC modified DNA base oligo synthesis. This compound was first synthesized in 2007 by Sumino et al1 as an anion carrier that, when
incorporate 5-Carboxy-dC into an oligos, it increases the Tm ~2 °C per insertion in a duplex. However, in triplex forming oligos, when used in the third strand, 5-Carboxy-dC insertions have a destabilizing effect, lowering the Tm ~4-5° C1.

Recent study have shown, 5-carboxy-dC has potential role as an intermediate in a putative (active) oxidative demethylation pathway for conversion of 5-Me-dC to dC.

Demethylation of 5-Me-dC is necessary for epigenetic control of gene expression in the cell, and plays a key role in cellular reprogramming, embryogenesis, establishment of maternal and paternal methylation patterns in the genome2, and also in certain autoimmune disorders and cancer3.

Contact us for more information regarding 5-carboxy dC Oligo Synthesis Services.

Product Information

 

Product Name:

5-Carboxy-2'-deoxycytidine, 5-Carboxy-dC Oligonucleotide Modification

Category:

Modified DNA Bases, Epigenetics

Modification Code:

[5-Carboxy dC]

Chemical Formula:

C10H12N3O8P

Exact Mass:

333.04

Formula Weight:

333.19

Structure:

Bio-Synthesis Inc. Oligo Structure

Purification:

HPLC or PAGE

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. Sumino, M., Ohkubo, A., Taguchi, H., Seio, K., Sekine, M. Synthesis and properties of oligodeoxynucleotides containing 5-carboxy-2'-deoxycytidines. Bioorg. Med. Chem. Lett. (2008), 18: 274-277.
  2. Sasaki, H., Matsui, Y. Epigenetic events in mammalian germ-cell development: reprogramming and beyond. Nat. Rev. Genet. (2008), 9: 129-140.
  3. Richardson, B.C. Role of DNA methylation in the regulation of cell function: autoimmunity, aging and cancer. J. Nutr. (2002), 132(8 Suppl): 2401S-2405S.