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Kinetin Riboside (N6-Furfuryladenosine)

Alias: Kinetin Riboside
Cat No.:V23241 Purity: ≥98%
Kinetin Riboside,an analotg of cytokinin,is a potent activator of the Parkinson's Disease-associated PTEN-induced Putative Kinase 1 (PINK1), and acts independently from mitochondrial depolarization.
Kinetin Riboside (N6-Furfuryladenosine)
Kinetin Riboside (N6-Furfuryladenosine) Chemical Structure CAS No.: 4338-47-0
Product category: Apoptosis
This product is for research use only, not for human use. We do not sell to patients.
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Product Description

Kinetin Riboside, an analotg of cytokinin, is a potent activator of the Parkinson's Disease-associated PTEN-induced Putative Kinase 1 (PINK1), and acts independently from mitochondrial depolarization.

Biological Activity I Assay Protocols (From Reference)
Targets
HCT-15 cells (IC50 = 2.5 μM)
ln Vitro
Kinetin riboside exhibits antiproliferative and apoptogenic activity against different human cancer cell lines. The proliferation of human colon cancer HCT-15 cells can be inhibited by kinetin riboside in a dose-dependent manner (IC50=2.5 μM)[1]. In HeLa and mouse melanoma B16F-10 cells, kinetoin riboside triggers apoptosis. The release of cytochrome c and activation of caspase-3 are caused by kinetoin riboside, which also alters the potential of the mitochondrial membrane. Under kinetin riboside exposure, Bcl-2 is down-regulated and Bad are up-regulated[2].
ln Vivo
Kinetin riboside significantly slows the growth of tumors. At 40 mg/kg, the strongest anti-melanoma response is elicited[2].
Cell Assay
HeLa and mouse melanoma B16F-10 cells are treated with 5, 10, 20 μM kinetin riboside for 48 h. Cells are kept at 37°C for 4 hours after adding 15 μL of MTT solution (5 mg/mL) to each well. After that, 100 microliters of solubilizing solution are added. A measurement of 490 nm absorbance is made following an overnight incubation at room temperature[2].
References

[1]. Antiproliferative activity of kinetin riboside on HCT-15 colon cancer cell line. Nucleosides Nucleotides Nucleic Acids. 2012;31(6):474-81.

[2]. Kinetin riboside preferentially induces apoptosis by modulating Bcl-2 family proteins and caspase-3 in cancer cells. Cancer Lett. 2008 Mar 8;261(1):37-45.

These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C15H17N5O5
Molecular Weight
347.32598
Exact Mass
347.12
Elemental Analysis
C, 51.87; H, 4.93; N, 20.16; O, 23.03
CAS #
4338-47-0
Related CAS #
4338-47-0
Appearance
Solid powder
SMILES
C1=COC(=C1)CNC2=C3C(=NC=N2)N(C=N3)[C@H]4[C@@H]([C@@H]([C@H](O4)CO)O)O
InChi Key
CAGLGYNQQSIUGX-SDBHATRESA-N
InChi Code
InChI=1S/C15H17N5O5/c21-5-9-11(22)12(23)15(25-9)20-7-19-10-13(17-6-18-14(10)20)16-4-8-2-1-3-24-8/h1-3,6-7,9,11-12,15,21-23H,4-5H2,(H,16,17,18)/t9-,11-,12-,15-/m1/s1
Chemical Name
(2R,3R,4S,5R)-2-[6-(furan-2-ylmethylamino)purin-9-yl]-5-(hydroxymethyl)oxolane-3,4-diol
Synonyms
Kinetin Riboside
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

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)
DMSO : ~250 mg/mL (~719.78 mM)
Solubility (In Vivo)
Solubility in Formulation 1: ≥ 2.08 mg/mL (5.99 mM) (saturation unknown) in 10% DMSO + 40% PEG300 + 5% Tween80 + 45% Saline (add these co-solvents sequentially from left to right, and one by one), clear solution.
For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 20.8 mg/mL clear DMSO stock solution to 400 μL PEG300 and mix evenly; then add 50 μL Tween-80 to the above solution and mix evenly; then add 450 μL normal saline to adjust the volume to 1 mL.
Preparation of saline: Dissolve 0.9 g of sodium chloride in 100 mL ddH₂ O to obtain a clear solution.

Solubility in Formulation 2: ≥ 2.08 mg/mL (5.99 mM) (saturation unknown) in 10% DMSO + 90% (20% SBE-β-CD in Saline) (add these co-solvents sequentially from left to right, and one by one), clear solution.
For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 20.8 mg/mL clear DMSO stock solution to 900 μL of 20% SBE-β-CD physiological saline solution and mix evenly.
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.

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Solubility in Formulation 3: ≥ 2.08 mg/mL (5.99 mM) (saturation unknown) in 10% DMSO + 90% Corn Oil (add these co-solvents sequentially from left to right, and one by one), clear solution.
For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 20.8 mg/mL clear DMSO stock solution to 900 μL of corn oil and mix evenly.


 (Please use freshly prepared in vivo formulations for optimal results.)
Preparing Stock Solutions 1 mg 5 mg 10 mg
1 mM 2.8791 mL 14.3955 mL 28.7911 mL
5 mM 0.5758 mL 2.8791 mL 5.7582 mL
10 mM 0.2879 mL 1.4396 mL 2.8791 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.

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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?
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  • 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:
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  • The answer of 62.5 μL (0.1 ml) appears in the Volume (Start) box
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Note: Chemical formula is case sensitive: C12H18N3O4  c12h18n3o4
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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.

Biological Data
  • Chemical structure of kinetin riboside. Cancer Lett . 2008 Mar 8;261(1):37-45.
  • Effect of kinetin riboside on cell viability. Cancer Lett . 2008 Mar 8;261(1):37-45.
  • Kinetin riboside induces apoptotic cell death in HeLa cells, but not in CCL-116 cells. Cancer Lett . 2008 Mar 8;261(1):37-45.
  • Kinetin riboside induces a loss of mitochondrial membrane potential. Cancer Lett . 2008 Mar 8;261(1):37-45.
  • Kinetin riboside induces a release of cytochrome c and activation of caspase-3. Cancer Lett . 2008 Mar 8;261(1):37-45.
  • Effects of kinetin riboside treatment on expression of Bcl-2 family proteins. Cancer Lett . 2008 Mar 8;261(1):37-45.
  • Differential effects of kinetin riboside on cancer or normal cells. Cancer Lett . 2008 Mar 8;261(1):37-45.
  • B16F10-induced-melanoma on mice decreased gradually by dose-dependent injection of kinetin riboside. Cancer Lett . 2008 Mar 8;261(1):37-45.
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