Modification : dihydro dC (5-6 DHC)
Catalog Reference Number
Category
Modification Code
5 Prime
3 Prime
Internal
Molecular Weight (mw)
Extinction Coeficient (ec)
Technical Info (pdf)
Absorbance MAX
Emission MAX
Absorbance EC
26-6893
Minor Bases
[5aza 5-6 DHC]
Y
Y
Y
292.18
7.4
PS26-6893.pdf
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-
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Catalog No | Scale | Price |
26-6893-05 | 50 nmol | $360.00 |
26-6893-02 | 200 nmol | $360.00 |
26-6893-01 | 1 umol | $468.00 |
26-6893-03 | 2 umol | $702.00 |
26-6893-10 | 10 umol | $3,744.00 |
26-6893-15 | 15 umol | $4,680.00 |
Discounts are available for dihydro dC (5-6 DHC)! |
Modification* Discount Price Structure |
1 site/order
|
List price
|
2 sites/order
|
10% discount
|
3 sites/order
|
20% discount
|
4 sites/order
|
30% discount
|
5-9 sites/order
|
50% discount
|
10+ sites/order
|
60% discount
|
*Exceptions apply
|
5-aza, 5,6-dihydro dC (5,6-DHC) is primarily used to modify oligonucleotides slated for use as tools in cytosine-5-methyltransferase research studies. Cytosine-5-methyltransferases are key enzymes involved in methylation of CpG motifs necessary for epigenetic gene regulation in a wide variety of living organisms (1). Defects in the regulation of this set of enzymes are implicated in cancer (2). The reaction mechanism for these enzymes generates a transient dihydrocytosine as a key intermediate. In an oligo modified with 5-aza, 5,6-dihydro dC, the modification acts as a transition-state mimic, and binds non-covalently to the enzyme’s active site with high affinity. As such, it functions as a potent inhibitor of cytosine-5-methyltransferases, which makes them an excellent tool for structural studies, and an attractive alternative to 5-fluoro-cytosine (3).
References
1. Bestor, T., Laudano, A., Mattaliano, R., et al. Cloning and sequencing of a cDNA encoding DNA methyltransferase of mouse cells. The carboxyl-terminal domain of the mammalian enzymes is related to bacterial restriction methyltransferases.
J. Mol. Biol. (1997),
270: 385-395.
2. Beaulieu, N., Morin, S., Chute, I.C., et al. An essential role for DNA methyltransferase DNMT3B in cancer cell survival.
J. Biol. Chem. (2002),
277: 28176-28181.
Marquez, V.E., Goddard, A., Alvarez, E., et al. Oligonucleotides containing 5,6-dihydro-5-azacytosine at CpG sites can produce potent inhibition of DNA cytosine-C5-methyltransferase without covalently binding to the enzyme.
Antisense & Nucleic Acid Drug Dev. (1999),
9: 415-421.
- dihydro dC (5-6 DHC)