Oligo Modifications
Support and Educational Content

N6-Methyl deoxyAdenosine (N6-Me-dA)

Quick facts:

Availability: DNA; can be ordered on an RNA oligo
Location:
5′ and internal
Scale: 100 nmol to large scale
Purification: Standard desalt or HPLC
IDT ordering symbol: /5N6Me-dA/ or /iN6Me-dA/



N6-Methyl deoxyAdenosine (N6-Me-dA)

The N6-Methyl deoxyAdenosine (N6-Me-dA) modification consists of a methyl group at the nitrogen-6 position of a DNA base. It is a precursor of N6-methyl-2′-deoxyadenosine 3′, 5′-bisphosphate (N6MABP), a competitive antagonist specific to the P2Y1 receptors in the P2Y receptor family (see the sidebar, P2Y receptors, to learn more). N6-Me-dA is useful in pharmacologic and research applications that examine the effects of selective inhibition of P2Y1 receptors, which appear to play a role in blood clotting.                                        





P2Y receptors

The P2Y receptor family is comprised of at least 10 purinergic (membrane) G protein-coupled receptors found in most human tissues. Stimulated by A and U nucleotides and nucleosides, each receptor subtype mediates physiological functions through G-protein coupling to specific downstream signaling pathways [1]. Many of these receptors have clinical significance as drug targets, for example, for treatment of cystic fibrosis [2] and myocardial infarction [3]. The P2Y1 receptor appears to mediate platelet aggregation, when it binds ADP in these cells via activation of phospholipase C and mobilization of intracellular calcium ions, resulting in a change in platelet shape [4].


References

  1. Abbracchio MP, Burnstock G, et al. (2006) International Union of Pharmacology LVIII: update on the P2Y G protein-coupled nucleotide receptors: from molecular mechanisms and pathophysiology to therapy. Pharmacol Rev, 58(3): 281–341. doi:10.1124/pr.58.3.3. PMC 3471216. PMID 16968944.
  2. Kellerman D, Evans R, et al. (2002) Inhaled P2Y2 receptor agonists as a treatment for patients with cystic fibrosis lung disease. Adv Drug Deliv Rev, 54(11):1463–74. doi:10.1016/S0169-409X(02)00154-0. PMID12458155.
  3. Amisten S, Melander O, et al. (2007) Increased risk of acute myocardial infarction and elevated levels of C-reactive protein in carriers of the Thr-87 variant of the ATP receptor P2Y11. Eur Heart J, 28(1):13–8. doi:10.1093/eurheartj/ehl410. PMID 17135283.
  4. NCBI Entrez Gene. (updated August 9, 2015) P2RY1 purinergic receptor P2Y, G-protein coupled, 1 www.ncbi.nlm.nih.gov/gene/5028 (Accessed August 10, 2015).

Order N6-Me-dA as an off-catalog modification

N6-Me-dA is available from IDT as an “off-catalog” oligonucleotide modification on the 5′ base (/5N6Me-dA/) or an internal base (/iN6Me-dA/). Off-catalog modifications can be ordered through the website and are offered with yield and purity guarantees.

To order, enter your sequence online, placing the IDT ordering symbol in the desired location within your sequence. You can request N6-Me-dA oligonucleotides with standard desalt or HPLC purification.


Review a list of the common modifications IDT can add to oligonucleotides here.  Not finding a modification you need on the IDT website? No worries. IDT will consider any modification you need. Just send your request to noncat@idtdna.com.

Author: Stephanie Youtsey is a Technical Support Representative II at Integrated DNA Technologies.

Additional reading

DNA Oligonucleotide Resuspension and Storage—Upon receiving newly synthesized oligonucleotides, researchers must decide how to resuspend and store the product. Here are some guidelines and recommendations.

Oligonucleotide Modifications: Choosing the Right Mod for Your Needs—Guidelines on selecting oligonucleotide modifications and a discussion of how they can help you in your research.

Oligo Modification—Post-Synthesis Conjugation Explained—A description of addition of NHS esters and of amino and alkene modifications through use of click chemistry. We also provide answers to common questions regarding post-synthesis conjugation.

Need a Non-Standard Modification?—IDT offers 89 modifications that are not listed in our online catalog. A few of the more popular ones are described along with information on how to order them. IDT will consider any modification you have in mind. Just make a request at noncat@idtdna.com.


© 2015 Integrated DNA Technologies. All rights reserved. Trademarks contained herein are the property of Integrated DNA Technologies, Inc. or their respective owners. For specific trademark and licensing information, see www.idtdna.com/trademarks.



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