Epigenetics (Catalog as PDF)

DNA Methylation

One of the fastest growing fields in biology and cancer research is epigenetics. While the underlying genetic code defines which proteins and gene products are synthesized, it is epigenetic control that defines when and where they are expressed. This dynamic control of gene expression is essential for X chromosome inactivation, embryogenesis, cellular differentiation and appears integral to memory formation and synaptic plasticity.

In 2009, two reports1,2 described the discovery of 5-hydroxymethyl-2'-deoxyCytidine (hmdC), a novel dC modification in Purkinje neurons and embryonic stem cells. Later, a third report found this modification to be strongly enriched in brain tissues associated with higher cognitive functions.3 This dC modification is generated by the action of α-ketoglutarate dependent ten eleven translocation (TET) enzymes, which oxidizes 5-Me-dC to hmdC. This finding stimulated discussion about active demethylation pathways that could occur, e.g., via base excision repair (BER), with the help of specialized DNA glycosylases. Alternatively, one could envision a process in which the hydroxymethyl group of hmdC is further oxidized to 5-formyl-dC (fdC) or 5-carboxy-dC (cadC) followed by elimination of either formic acid or carbon dioxide4,5. Glen Research has supported this research since its inception by providing the building blocks for the synthesis of oligonucleotides containing all the new dC derivatives - hmdC, fdC and cadC. The first generation hmdC phosphoramidite was fairly very well accepted but requires fairly harsh deprotection conditions. Therefore, a second generation building block (5-Hydroxymethyl-dC II) developed by Carell and co-workers that is compatible with UltraMild deprotection was introduced.6 5-Formy-dC III has been designed to meet all of the requirements to prepare an oligo containing all of the methylated variants.7
Item Catalog No. Pack Price ($)
10-1062-95 50µm 335.00
10-1062-90 100µm 650.00
10-1062-02 0.25g 1675.00
10-1066-95 50µm 230.00
10-1066-90 100µm 450.00
10-1066-02 0.25g 1200.00
10-1514-95 50µm 610.00
10-1514-90 100µm 1200.00
10-1514-02 0.25g 3225.00
10-1510-95 50µm 345.00
10-1510-90 100µm 670.00
10-1510-02 0.25g 2100.00
10-1564-95 50µm 360.00
10-1564-90 100µm 700.00
10-1564-02 0.25g 1800.00
5-Hydroxymethyl-dC
5-Hydroxymethyl-dC
5-Carboxy-dC
5-Carboxy-dC
5-Formyl-dC
5-Formyl-dC
5-Hydroxymethyl-dC II
5-Hydroxymethyl-dC II
5-Formyl dC III CE
5-Formyl dC III CE

Reference(s)

  1. LI>S. Kriaucionis, and N. Heintz, Science, 2009, 324, 929-30.
  2. M. Tahiliani, et al., Science, 2009, 324, 930-935.
  3. M. Münzel, et al., Angewandte Chemie-International Edition, 2010, 49, 5375-5377.
  4. D. Globisch, et al., PLoS One, 2010, 5, e15367.
  5. S.C. Wu, and Y. Zhang, Nat Rev Mol Cell Biol, 2010, 11, 607-20.
  6. M. Münzel, D. Globisch, C. Trindler, and T. Carell, Org Lett, 2010, 12, 5671-3.
  7. A.S. Schroder, et al., Angewandte Chemie-International Edition, 2014, 53, 315-318.

OTHER INSTRUMENT TYPES

All minor bases, RNA products and modifiers are packaged in septumcapped vials suitable for ABI and other instruments. If you would like another type of vial/column add the following to the end of the catalog number.

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Applied Biosystems 3900
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