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2'-OMe-5-Me-C

picture of 2'-OMe-5-Me-C

Modification : 2'-OMe-5-Me-C

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



26-6508
Structural Studies
2'm5mdC
0
0
0
333.24
7.4
26-6508.pdf
-
-
-


Catalog NoScalePrice
26-6508-0550 nmol$288.00
26-6508-02200 nmol$288.00
26-6508-011 umol$374.40
26-6508-032 umol$561.60
26-6508-1010 umol$2,992.20
26-6508-1515 umol$3,744.00
Discounts are available for 2'-OMe-5-Me-C!
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

2-OMethyl-5-methyl cytosine (2-OMe-5-Me-C) is an RNA monomer that pairs with G, and when substituted for C in an oligonucleotide, both increases the stability of the resulting duplex relative to the comparable unmodified form, and confers nuclease resistance at that position(1). This double-methylated-modified cytosine thus is an excellent choice for incorporation into anti-sense oligos, where both properties are particularly desirable. Furthermore, because anti-sense oligonucleotides containing a CpG motif are known to induce pro-inflammatory responses after in vivo administration to animals, including human, via activation of Toll-like receptor 9 (TLR9), substitution of 2-OMe-5-Me-dC for C in these motifs can prevent or sharply reduce these undesirable immune responses (2,3).

References
1. Bundock, P.; de Both, M.T.J.; Hogers, R.C.J. 2006. Alternative nucleotides for improved targeted nucleotide exchange. Patent No. 2007073149, filed Dec 22. 2005, issued June 28, 2007. 2. Henry, S.P.; Stecker, K.; Brooks, D.; Monteith, D.; Conklin, B.; Bennett, C.F. Chemically modified oligonucleotides exhibit decreased immune stimulation in mice. J. Pharmacol. Exp. Ther. (2000), 292: 468-479.
3. Yu, D.; Wang, D.; Zhu, F.-G.; Bhagat, L.; Dai, M.; Kandimalia, E.R.; Agrawal, S. Modifications Incorporated in CpG Motifs of Oligodeoxynucleotides Lead to Antagonist Activity of Toll-like Receptors 7 and 9. J. Med. Chem. (2009), 52: 5108-5114.
- 2'-OMe-5-Me-C

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