2002-35-9
Chemical Structure
N-6-Methyl-2-deoxyadenosine
Synonym(s): m6dA
- CAS 番号: 2002-35-9
- Formula:C11H15N5O3
- Molecular Weight:265.27
IUPAC Name: (2R,3S,5R)-2-(hydroxymethyl)-5-(6-(methylamino)-9H-purin-9-yl)tetrahydrofuran-3-ol
InChIKey: DYSDOYRQWBDGQQ-XLPZGREQSA-N
SMILES: OC[C@@H]1[C@@H](O)C[C@H](N2C(N=CN=C3NC)=C3N=C2)O1
Biological Activity: N-6-Methyl-2-deoxyadenosine (m6dA) is an adenine nucleoside analogue. N-6-Methyl-2-deoxyadenosine targets nuclear processes and DNA replication machineries including WER, SATB1, TFAM, Jumu, SSBP1, DNA polymerase η and phage polymerase Gp90 exo−. N-6-Methyl-2-deoxyadenosine acts as a multifunctional epigenetic regulator that modulates transcription, DNA damage response, cell cycle, transposon silencing, stress adaptation, epigenetic crosstalk, and nucleosome organization in both prokaryotes and eukaryotes. N-6-Methyl-2-deoxyadenosine regulates mitochondrial epigenetic inheritance and is required for fear extinction memory in mice. N-6-Methyl-2-deoxyadenosine exhibits dysregulated levels in cancers. N-6-Methyl-2-deoxyadenosine can be used for the research of glioblastoma, triple negative breast cancer, and conditioned fear (fear extinction impairment)[1][2].
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N-6-Methyl-2-deoxyadenosine | 99.83% | N-6-Methyl-2-deoxyadenosine (m6dA) is an adenine nucleoside analogue. N-6-Methyl-2-deoxyadenosine targets nuclear processes and DNA replication machineries including WER, SATB1, TFAM, Jumu, SSBP1, DNA polymerase η and phage polymerase Gp90 exo−. N-6-Methyl-2-deoxyadenosine acts as a multifunctional epigenetic regulator that modulates transcription, DNA damage response, cell cycle, transposon silencing, stress adaptation, epigenetic crosstalk, and nucleosome organization in both prokaryotes and eukaryotes. N-6-Methyl-2-deoxyadenosine regulates mitochondrial epigenetic inheritance and is required for fear extinction memory in mice. N-6-Methyl-2-deoxyadenosine exhibits dysregulated levels in cancers. N-6-Methyl-2-deoxyadenosine can be used for the research of glioblastoma, triple negative breast cancer, and conditioned fear (fear extinction impairment). | ||||||||||||||||||||
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N-6-Methyl-2-deoxyadenosine-d3 | 99.94% | N-6-Methyl-2-deoxyadenosine-d3 is the deuterium labeled N-6-Methyl-2-deoxyadenosine (HY-W011725). N-6-Methyl-2-deoxyadenosine is an adenine nucleoside analogue. | ||||||||||||||||||||
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- [1]. Boulias K, et al. Means, mechanisms and consequences of adenine methylation in DNA. Nat Rev Genet. 2022;23(7):411-428. [Content Brief]
- [2]. Li X, et al. The DNA modification N6-methyl-2'-deoxyadenosine (m6dA) drives activity-induced gene expression and is required for fear extinction. Nat Neurosci. 2019;22(4):534-544. [Content Brief]