N1-Methyl Adenosine, N1-Me-rA Oligonucleotide Modification

Bio-Synthesis offers N1-Methyl Riboadenosine (N1-Me-rA); also known as 1-Me-rA, an RNA minor base modification primiarily used in the study of its role in tRNA folding. N1-Me-rA occurs in nature as a post-transcriptional modification, in which the N1 position of adenine is methylated by methyl-1-adenosine transferase¹. The N-1 methylation produces a drastic functional change. 1-Methyladenosine has pKa of 8.25 that is a much stronger base than natural adenosine with pKa 3.5 and is excludes in the participation of the adenosine base in canonical Watson-Crick base paring and provides a positive charge to the nucleobase. This modification also alters the hydrophobicity of the base, the stacking properties, the ordering of water molecules and the chelation properties. The base may become involved in non-canonical hydrogen bonding, in electrostatic interactions and , in geneal, it may contribute to the conformational dynamics of the tRNA which can be necessary for establishment of reverse transcription in virus-infected cells⁴.

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Product Information

 

Product Name:

N1-Methyl Adenosine, N1-Me-rA Oligonucleotide Modification

Alternate Name:

N1-Methyl Riboadenosine, 1-Me-rA

Category:

Minor RNA bases, Epigenetics, Structural Studies

Modification Code:

[N1-Me-rA], [1-Me-rA]

Chemical Formula:

C11H13N5O6P

Exact Mass:

342.06

Formula Weight:

342.23

Structure:

Purification:

HPLC or PAGE

Delivery Format:

Lyophilized

Shipping Conditions:

Room Temperature

Storage Conditions:

-20°C To -70°C
Oligonucleotides are stable in solution at 4°C for up to 2 weeks. Properly reconstituted material stored at -20°C should be stable for at least 6 months. Dried DNA (when kept at -20°C) in a nuclease-free environment should be stable for years.

References/Citations:

References

1. Anderson, J., Droogmans, L. Biosynthesis and function of 1-Me-Ado in tRNA. In Topics in Current Genetics, Springer Eds., 2005, 12: 121-139.
2. Sierzputowska-Gracz, H., Gopal, D., Agris, P.F. Comparative structural analysis of 1-methyladenosine, 7-methylguanosine, ethenodenosine, and their protonated salts. IV. 1H, 13C and 15N NMR studies at natural isotope abundance. Nucleic Acids Res. (1986), 14: 7783-7801.
3. Helm, M., et al. The presence of modified nucleotides is required for cloverleaf folding of a human mitochondrial tRNA. Nucleic Acids Res. (1998), 26: 1636-1643.
4. Marquet, R., Dardel, F. Transfer RNA modifications and DNA editing in HIV-1 reverse transcription. In Topics in Current Genetics, Springer Eds., 2005, 12: 401-429. - N1-Methyl rAdenosine

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