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Oligo Modifications List | Oligo Modifications Reference Category
Modification : 2'-O Me-5-Me-C
Reference Catalog Number 27-6508
Category Structural Studies
Modification Code m5mC
5 Prime Y
3 Prime Y
Internal Y
Molecular Weight (mw) 333.24
Extinction Coeficient (ec) 7.4
Technical Info (pdf) PS27-6508.pdf
Catalog NoScalePrice
27-6508-0550 nmol$265.00
27-6508-02200 nmol$265.00
27-6508-011 umol$316.00
27-6508-032 umol$426.00
27-6508-1010 umol$1,289.60
27-6508-1515 umol$1,612.00

Discounts are available for 2'-O Me-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

Related Modifications
2'-O methyl U
2'-O methyl G
2'-F Bases
5-Me dC
2'-O methyl bases
2'-MOE- Bases
2'-O methyl C
2'-O methyl A
5-Me rC
2'-O methyl Inosine

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).

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.

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