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N6-Methyladenine

Cat No.:V84619 Purity: ≥98%
N6-Methyladenine
N6-Methyladenine Chemical Structure CAS No.: 443-72-1
Product category: Endogenous Metabolite
This product is for research use only, not for human use. We do not sell to patients.
Size Price Stock Qty
50mg
100mg
Other Sizes
Official Supplier of:
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Product Description
N6-Methyladenine is a modified purine widely found in prokaryotes. In prokaryotes, N6-Methyladenine plays an important role in distinguishing host DNA from foreign DNA and controls many biological functions, such as DNA replication, transcription, mismatch repair, chromosome replication, etc.
N6-Methyladenine (CAS#: 443-72-1) is a modified purine base that is widely present in prokaryotes. It has the molecular formula C6H7N5 and a molecular weight of 149.15. In prokaryotes, N6-Methyladenine plays an important role in distinguishing host DNA from foreign DNA and controls many biological functions, such as DNA replication, transcription, mismatch repair, and chromosome replication. N6-Methyladenine is a modified nucleobase that plays a crucial role in the field of epigenetics and genetic research, offering insights into the mechanisms of DNA methylation and its effects on gene regulation. It is also known as 6-methylaminopurine.
Biological Activity I Assay Protocols (From Reference)
Targets
Human Endogenous Metabolite
N6-Methyladenine does not have a specific receptor or enzyme target in the traditional sense, as it is a modified DNA base rather than a pharmacologically active compound. However, it is a substrate for various DNA methyltransferases and demethylases that regulate DNA methylation. In prokaryotes, N6-Methyladenine is involved in restriction-modification systems, where it serves as a marker for self-DNA and protects against foreign DNA. In eukaryotes, N6-methyladenine has been studied as an epigenetic mark, and enzymes that add or remove this modification are potential targets for research. The compound is also used as a reference standard for studying DNA methylation and epigenetic regulation.
ln Vitro
In vitro, N6-Methyladenine is used as a research tool to study DNA methylation and epigenetic regulation. It can be used as a standard in analytical methods for the detection and quantification of methylated DNA bases. The compound is also used in studies of DNA methyltransferases and demethylases to understand their substrate specificity and catalytic mechanisms. As a modified nucleobase, N6-Methyladenine can be incorporated into synthetic DNA oligonucleotides to study the effects of DNA methylation on protein-DNA interactions, transcription, and DNA repair. However, specific pharmacological activity data such as IC50 values have not been reported, as the compound is not used as a drug but as a research tool.
ln Vivo
In vivo activity is not applicable to N6-Methyladenine, as the compound is a modified DNA base and analytical standard rather than a pharmacologically active compound. It is not used in animal studies for therapeutic purposes. Instead, it is used as a reference standard for the quantification of methylated DNA bases in biological samples. Endogenous N6-methyladenine plays important roles in prokaryotic DNA metabolism, but the compound itself is not administered to animals for its biological effects.
Enzyme Assay
In vitro enzyme or receptor binding assay protocols are not applicable to N6-Methyladenine, as it is a modified DNA base and analytical standard rather than a pharmacologically active compound. Instead, it is used in analytical protocols, particularly in liquid chromatography-tandem mass spectrometry (LC-MS/MS) methods for the quantification of methylated DNA bases. A standard protocol involves hydrolyzing DNA samples to release nucleobases, followed by chromatographic separation and mass spectrometric detection. N6-Methyladenine is used as a reference standard for identification and quantification. The compound can also be used in biochemical assays to study DNA methyltransferase activity, where it serves as a substrate or product for the enzyme reaction.
Cell Assay
In vitro cell-based assay protocols are not applicable to N6-Methyladenine, as it is a modified DNA base and analytical standard and is not used in cell-based studies for its biological effects. Its use is limited to analytical chemistry and epigenetic research applications.
Animal Protocol
In vivo animal experimental protocols are not applicable to N6-Methyladenine, as it is an analytical standard and not a pharmacologically active compound for in vivo studies.
References

[1].DNA N6-Methyladenine Modification in Eukaryotic Genome. Front Genet. 2022 Jun 24:13:914404.

Additional Infomation
6-Methyladenine is a methyladenine, a product of 9H-purine-6-amine with a methyl group replacing the amino nitrogen atom. It is a human metabolite. It is a 6-alkylaminopurine, and also a methyladenine.
6-Methyladenine has been reported to be detected in Trypanosoma brevicornu, and relevant data are available for reference.
N6-Methyladenine (CAS#: 443-72-1) is a research-grade modified purine base that is widely present in prokaryotes. It plays important roles in DNA replication, transcription, mismatch repair, and chromosome replication in prokaryotes. In epigenetics and genetic research, it offers insights into the mechanisms of DNA methylation and gene regulation. The compound has a molecular weight of 149.15 and a molecular formula of C6H7N5. It has no therapeutic applications and has not entered clinical trials. The compound is available for research purposes.
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C6H7N5
Molecular Weight
149.15
Exact Mass
149.07
CAS #
443-72-1
PubChem CID
67955
Appearance
Solid powder
Density
1.476g/cm3
Boiling Point
492.9ºC at 760mmHg
Melting Point
≥300ºC
Flash Point
251.9ºC
Vapour Pressure
0.0153mmHg at 25°C
Index of Refraction
1.792
LogP
0.467
Hydrogen Bond Donor Count
2
Hydrogen Bond Acceptor Count
4
Rotatable Bond Count
1
Heavy Atom Count
11
Complexity
139
Defined Atom Stereocenter Count
0
SMILES
CNC1=C2NC=NC2=NC=N1
InChi Key
CKOMXBHMKXXTNW-UHFFFAOYSA-N
InChi Code
InChI=1S/C6H7N5/c1-7-5-4-6(10-2-8-4)11-3-9-5/h2-3H,1H3,(H2,7,8,9,10,11)
Chemical Name
N-methyl-7H-purin-6-amine
HS Tariff Code
2934.99.9001
Storage

Powder      -20°C    3 years

                     4°C     2 years

In solvent   -80°C    6 months

                  -20°C    1 month

Note: This product requires protection from light (avoid light exposure) during transportation and storage.
Shipping Condition
Room temperature (This product is stable at ambient temperature for a few days during ordinary shipping and time spent in Customs)
Solubility Data
Solubility (In Vitro)
Typically soluble in DMSO (e.g. 10 mM)
Solubility (In Vivo)
Note: Listed below are some common formulations that may be used to formulate products with low water solubility (e.g. < 1 mg/mL), you may test these formulations using a minute amount of products to avoid loss of samples.

Injection Formulations
(e.g. IP/IV/IM/SC)
Injection Formulation 1: DMSO : Tween 80: Saline = 10 : 5 : 85 (i.e. 100 μL DMSO stock solution 50 μL Tween 80 850 μL Saline)
*Preparation of saline: Dissolve 0.9 g of sodium chloride in 100 mL ddH ₂ O to obtain a clear solution.
Injection Formulation 2: DMSO : PEG300Tween 80 : Saline = 10 : 40 : 5 : 45 (i.e. 100 μL DMSO 400 μLPEG300 50 μL Tween 80 450 μL Saline)
Injection Formulation 3: DMSO : Corn oil = 10 : 90 (i.e. 100 μL DMSO 900 μL Corn oil)
Example: Take the Injection Formulation 3 (DMSO : Corn oil = 10 : 90) as an example, if 1 mL of 2.5 mg/mL working solution is to be prepared, you can take 100 μL 25 mg/mL DMSO stock solution and add to 900 μL corn oil, mix well to obtain a clear or suspension solution (2.5 mg/mL, ready for use in animals).
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Injection Formulation 4: DMSO : 20% SBE-β-CD in saline = 10 : 90 [i.e. 100 μL DMSO 900 μL (20% SBE-β-CD in saline)]
*Preparation of 20% SBE-β-CD in Saline (4°C,1 week): Dissolve 2 g SBE-β-CD in 10 mL saline to obtain a clear solution.
Injection Formulation 5: 2-Hydroxypropyl-β-cyclodextrin : Saline = 50 : 50 (i.e. 500 μL 2-Hydroxypropyl-β-cyclodextrin 500 μL Saline)
Injection Formulation 6: DMSO : PEG300 : castor oil : Saline = 5 : 10 : 20 : 65 (i.e. 50 μL DMSO 100 μLPEG300 200 μL castor oil 650 μL Saline)
Injection Formulation 7: Ethanol : Cremophor : Saline = 10: 10 : 80 (i.e. 100 μL Ethanol 100 μL Cremophor 800 μL Saline)
Injection Formulation 8: Dissolve in Cremophor/Ethanol (50 : 50), then diluted by Saline
Injection Formulation 9: EtOH : Corn oil = 10 : 90 (i.e. 100 μL EtOH 900 μL Corn oil)
Injection Formulation 10: EtOH : PEG300Tween 80 : Saline = 10 : 40 : 5 : 45 (i.e. 100 μL EtOH 400 μLPEG300 50 μL Tween 80 450 μL Saline)


Oral Formulations
Oral Formulation 1: Suspend in 0.5% CMC Na (carboxymethylcellulose sodium)
Oral Formulation 2: Suspend in 0.5% Carboxymethyl cellulose
Example: Take the Oral Formulation 1 (Suspend in 0.5% CMC Na) as an example, if 100 mL of 2.5 mg/mL working solution is to be prepared, you can first prepare 0.5% CMC Na solution by measuring 0.5 g CMC Na and dissolve it in 100 mL ddH2O to obtain a clear solution; then add 250 mg of the product to 100 mL 0.5% CMC Na solution, to make the suspension solution (2.5 mg/mL, ready for use in animals).
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Oral Formulation 3: Dissolved in PEG400
Oral Formulation 4: Suspend in 0.2% Carboxymethyl cellulose
Oral Formulation 5: Dissolve in 0.25% Tween 80 and 0.5% Carboxymethyl cellulose
Oral Formulation 6: Mixing with food powders


Note: Please be aware that the above formulations are for reference only. InvivoChem strongly recommends customers to read literature methods/protocols carefully before determining which formulation you should use for in vivo studies, as different compounds have different solubility properties and have to be formulated differently.

 (Please use freshly prepared in vivo formulations for optimal results.)
Preparing Stock Solutions 1 mg 5 mg 10 mg
1 mM 6.7047 mL 33.5233 mL 67.0466 mL
5 mM 1.3409 mL 6.7047 mL 13.4093 mL
10 mM 0.6705 mL 3.3523 mL 6.7047 mL

*Note: Please select an appropriate solvent for the preparation of stock solution based on your experiment needs. For most products, DMSO can be used for preparing stock solutions (e.g. 5 mM, 10 mM, or 20 mM concentration); some products with high aqueous solubility may be dissolved in water directly. Solubility information is available at the above Solubility Data section. Once the stock solution is prepared, aliquot it to routine usage volumes and store at -20°C or -80°C. Avoid repeated freeze and thaw cycles.

Calculator

Molarity Calculator allows you to calculate the mass, volume, and/or concentration required for a solution, as detailed below:

  • Calculate the Mass of a compound required to prepare a solution of known volume and concentration
  • Calculate the Volume of solution required to dissolve a compound of known mass to a desired concentration
  • Calculate the Concentration of a solution resulting from a known mass of compound in a specific volume
An example of molarity calculation using the molarity calculator is shown below:
What is the mass of compound required to make a 10 mM stock solution in 5 ml of DMSO given that the molecular weight of the compound is 350.26 g/mol?
  • Enter 350.26 in the Molecular Weight (MW) box
  • Enter 10 in the Concentration box and choose the correct unit (mM)
  • Enter 5 in the Volume box and choose the correct unit (mL)
  • Click the “Calculate” button
  • The answer of 17.513 mg appears in the Mass box. In a similar way, you may calculate the volume and concentration.

Dilution Calculator allows you to calculate how to dilute a stock solution of known concentrations. For example, you may Enter C1, C2 & V2 to calculate V1, as detailed below:

What volume of a given 10 mM stock solution is required to make 25 ml of a 25 μM solution?
Using the equation C1V1 = C2V2, where C1=10 mM, C2=25 μM, V2=25 ml and V1 is the unknown:
  • Enter 10 into the Concentration (Start) box and choose the correct unit (mM)
  • Enter 25 into the Concentration (End) box and select the correct unit (mM)
  • Enter 25 into the Volume (End) box and choose the correct unit (mL)
  • Click the “Calculate” button
  • The answer of 62.5 μL (0.1 ml) appears in the Volume (Start) box
g/mol

Molecular Weight Calculator allows you to calculate the molar mass and elemental composition of a compound, as detailed below:

Note: Chemical formula is case sensitive: C12H18N3O4  c12h18n3o4
Instructions to calculate molar mass (molecular weight) of a chemical compound:
  • To calculate molar mass of a chemical compound, please enter the chemical/molecular formula and click the “Calculate’ button.
Definitions of molecular mass, molecular weight, molar mass and molar weight:
  • Molecular mass (or molecular weight) is the mass of one molecule of a substance and is expressed in the unified atomic mass units (u). (1 u is equal to 1/12 the mass of one atom of carbon-12)
  • Molar mass (molar weight) is the mass of one mole of a substance and is expressed in g/mol.
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Reconstitution Calculator allows you to calculate the volume of solvent required to reconstitute your vial.

  • Enter the mass of the reagent and the desired reconstitution concentration as well as the correct units
  • Click the “Calculate” button
  • The answer appears in the Volume (to add to vial) box
In vivo Formulation Calculator (Clear solution)
Step 1: Enter information below (Recommended: An additional animal to make allowance for loss during the experiment)
Step 2: Enter in vivo formulation (This is only a calculator, not the exact formulation for a specific product. Please contact us first if there is no in vivo formulation in the solubility section.)
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Calculation results

Working concentration mg/mL;

Method for preparing DMSO stock solution mg drug pre-dissolved in μL DMSO (stock solution concentration mg/mL). Please contact us first if the concentration exceeds the DMSO solubility of the batch of drug.

Method for preparing in vivo formulation:Take μL DMSO stock solution, next add μL PEG300, mix and clarify, next addμL Tween 80, mix and clarify, next add μL ddH2O,mix and clarify.

(1) Please be sure that the solution is clear before the addition of next solvent. Dissolution methods like vortex, ultrasound or warming and heat may be used to aid dissolving.
             (2) Be sure to add the solvent(s) in order.

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