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N6-Methyladenine

Catalog No.
C4704
A DNA methylation-modified nucleotide widely present in prokaryotes.
Grouped product items
SizePriceStock Qty
100mg
$68.00
In stock
250mg
$145.00
In stock
500mg
$218.00
In stock
1g
$349.00
In stock
For scientific research use only and should not be used for diagnostic or medical purposes.

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Background

N6-Methyladenine (CAS No.: 443-72-1) is a naturally occurring epigenetic DNA modification characterized by methylation at the sixth position of adenine, predominantly found in prokaryotes, protists, and plants, and only rarely detected in higher eukaryotes. This modified purine is installed by specific DNA methyltransferases and plays a central role in distinguishing host genomic DNA from foreign genetic elements, thereby contributing to restriction–modification systems and genome defense. Functionally, N6-methyladenine regulates multiple fundamental biological processes, including DNA replication initiation, transcriptional control, mismatch repair, and chromosome segregation, by modulating DNA–protein interactions and chromatin accessibility. As an epigenetic mark, it participates in signaling pathways that govern gene expression dynamics and cellular responses to environmental and developmental cues, making it a valuable tool for studying DNA methylation-mediated regulatory mechanisms. Although not a classical pharmacological target, its modulation and detection are widely used in biochemical assays and sequencing-based approaches to investigate epigenetic landscapes and their alterations in disease contexts, including emerging links to renal and other pathophysiological conditions. In vitro studies typically employ concentrations in the nanomolar to micromolar range depending on assay sensitivity and design, and it is frequently utilized in cell-based systems and experimental models to probe methylation-dependent regulatory networks and to support drug discovery efforts targeting epigenetic enzymes and pathways.

Chemical Properties

Physical AppearanceA solid
Storage-20°C
M.Wt149.15
Cas No.443-72-1
FormulaC6H7N5
SynonymsNSC 11580
Solubilityinsoluble in H2O; ≥11.8 mg/mL in DMSO with ultrasonic; ≥2.71 mg/mL in EtOH with ultrasonic
Chemical NameN-methyl-1H-purin-6-amine
Canonical SMILESCCCCCCCC/C=C\CCCCCCCC(O[C@H](COC(CCCCCCC/C=C\CCCCCCCC)=O)COP(OCC[N+](C)(C)C)([O-])=O)=O
Shipping ConditionSmall Molecules with Blue Ice, Modified Nucleotides with Dry Ice.
General tips We do not recommend long-term storage for the solution, please use it up soon.

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