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8-Bromoadenosine

Cat No.:V55263 Purity: ≥98%
8-Bromoadenosine is an adenine nucleoside analog.
8-Bromoadenosine
8-Bromoadenosine Chemical Structure CAS No.: 2946-39-6
Product category: Nucleoside Antimetabolite/Analog
This product is for research use only, not for human use. We do not sell to patients.
Size Price Stock Qty
5g
Other Sizes
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Product Description
8-Bromoadenosine is an adenine nucleoside analog. Adenosine analogs mostly work as smooth muscle vasodilators and also have been found to suppress cancer progression. Its popular products include Adenosine phosphate, Acadesine , Clofarabine , Fludarabine phosphate and Vidarabine .
8-Bromoadenosine (CAS 2946-39-6) is a modified nucleoside with a bromine atom at the 8-position of the adenine base. Its molecular formula is C10H12BrN5O4 with a molecular weight of 346.14 g/mol. This compound is an adenosine binding inhibitor and is used in biochemical research to study nucleic acid structure and function, and to investigate interactions between nucleic acids and proteins. 8-Bromoadenosine inhibits guanine nucleotide-binding proteins and has shown biological properties in vitro.
Biological Activity I Assay Protocols (From Reference)
Targets
8-Bromoadenosine targets guanine nucleotide-binding proteins (G proteins) and has been shown to inhibit their activity. The compound also inhibits the mitochondrial membrane potential, cytosolic Ca2+, and the synthesis of RNA and protein. As an adenosine analog, it may also interact with adenosine receptors or affect adenosine metabolism.
ln Vitro
In cell-free biochemical systems, 8-Bromoadenosine is used to study nucleic acid structure and function. The compound is an adenosine binding inhibitor. It has been shown to inhibit the mitochondrial membrane potential and the synthesis of RNA and protein in cell-free systems. The compound can also be used to investigate interactions between nucleic acids and proteins.
ln Vivo
In cell-based assays, 8-Bromoadenosine exhibits biological properties including inhibition of guanine nucleotide-binding proteins. The compound has been shown to inhibit the mitochondrial membrane potential and cytosolic Ca2+. Adenosine analogs mostly work as smooth muscle vasodilators and have also been found to suppress cancer progression.
Enzyme Assay
The cell-free assay for studying 8-Bromoadenosine typically involves measuring its effects on nucleic acid structure or protein-nucleic acid interactions. The compound can be used in gel shift assays, footprinting experiments, or other biochemical techniques to study nucleic acid-protein interactions. The inhibition of guanine nucleotide-binding proteins can be assessed in cell-free systems using GTPase activity assays.
Cell Assay
Cell-based assays for 8-Bromoadenosine involve culturing mammalian cells and treating them with the compound at concentrations ranging from 0.1 to 100 μM. The effect on mitochondrial membrane potential is assessed using fluorescent dyes such as JC-1 or TMRE. Cytosolic Ca2+ levels are measured using calcium-sensitive fluorescent dyes. RNA and protein synthesis are assessed by incorporation of labeled precursors.
Animal Protocol
There is no established animal experimental protocol for 8-Bromoadenosine specifically. As an adenosine analog, the compound could potentially be evaluated in animal models for its effects on cardiovascular function, inflammation, or cancer.
ADME/Pharmacokinetics
Pharmacokinetic properties of 8-Bromoadenosine have not been extensively reported. As a small molecule with molecular weight of 346.14 g/mol, the compound would be expected to have reasonable bioavailability and tissue penetration. The presence of the bromine atom may affect the compound's metabolic stability. Further pharmacokinetic studies would be required.
Toxicity/Toxicokinetics
Toxicity data for 8-Bromoadenosine are not well documented. As an adenosine analog, the compound may have effects on cardiovascular function. Standard toxicity studies would be required to determine the safety profile.
References

[1]. Potential and promising anticancer drugs from adenosine and its analogs. Drug Discov Today. 2021 Jun;26(6):1490-1500.

Additional Infomation
8-Bromide adenosine is a purine nucleoside.
8-Bromoadenosine is a research compound used to study nucleic acid structure and function, and to investigate interactions between nucleic acids and proteins. The compound is an adenosine binding inhibitor and has been shown to inhibit guanine nucleotide-binding proteins. It also inhibits mitochondrial membrane potential, cytosolic Ca2+, and RNA and protein synthesis. It is not an approved pharmaceutical and has no clinical trial history. This product is intended for research use only.
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C10H12BRN5O4
Molecular Weight
346.14
Exact Mass
345.007
CAS #
2946-39-6
PubChem CID
96544
Appearance
Solid powder
Density
2.5±0.1 g/cm3
Boiling Point
717.7±70.0 °C at 760 mmHg
Melting Point
210-212 °C (dec.)(lit.)
Flash Point
387.8±35.7 °C
Vapour Pressure
0.0±2.4 mmHg at 25°C
Index of Refraction
1.941
LogP
-0.3
Hydrogen Bond Donor Count
4
Hydrogen Bond Acceptor Count
8
Rotatable Bond Count
2
Heavy Atom Count
20
Complexity
367
Defined Atom Stereocenter Count
4
SMILES
C1=NC(=C2C(=N1)N(C(=N2)Br)[C@H]3[C@@H]([C@@H]([C@H](O3)CO)O)O)N
InChi Key
VJUPMOPLUQHMLE-UUOKFMHZSA-N
InChi Code
InChI=1S/C10H12BrN5O4/c11-10-15-4-7(12)13-2-14-8(4)16(10)9-6(19)5(18)3(1-17)20-9/h2-3,5-6,9,17-19H,1H2,(H2,12,13,14)/t3-,5-,6-,9-/m1/s1
Chemical Name
(2R,3R,4S,5R)-2-(6-amino-8-bromopurin-9-yl)-5-(hydroxymethyl)oxolane-3,4-diol
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 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 2.8890 mL 14.4450 mL 28.8900 mL
5 mM 0.5778 mL 2.8890 mL 5.7780 mL
10 mM 0.2889 mL 1.4445 mL 2.8890 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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