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Aminopurvalanol A

Cat No.:V11138 Purity: ≥98%
Aminopurvalanol A is a potent, selective, cell-penetrating/penetrable inhibitor of Cyclins/Cdk complexes.
Aminopurvalanol A
Aminopurvalanol A Chemical Structure CAS No.: 220792-57-4
Product category: New1
This product is for research use only, not for human use. We do not sell to patients.
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Product Description
Aminopurvalanol A is a potent, selective, cell-penetrating/penetrable inhibitor of Cyclins/Cdk complexes. Aminopurvalanol A preferentially targets the G2/M phase transition and inhibits cancer/tumor cell differentiation. Aminopurvalanol A inhibits sperm fertilization capacity by inhibiting physiological capacitation-dependent actin polymerization.
Biological Activity I Assay Protocols (From Reference)
ln Vitro
Aminopurvalanol A (5 and 40 μM; 8 hours) principally stops cells in the G2 phase of the cell cycle to prevent cell development, and at higher concentrations, it induces apoptosis [2].
Cell Assay
Cell Cycle Analysis[2]
Cell Types: Human U937 Leukemia Cells
Tested Concentrations: 5 and 40 μM
Incubation Duration: 8 hrs (hours)
Experimental Results: The number of cells with 4N DNA content increased 8 hrs (hours) after starting 5 μM treatment. 40 μM causes cell fragmentation and irregular distribution of cellular DNA, which is characteristic of apoptotic cell populations.

Apoptosis analysis [2]
Cell Types: Human U937 leukemia cells
Tested Concentrations: 5 and 40 μM
Incubation Duration: 8 hrs (hours)
Experimental Results: Aminopurvalanol A at 40 μM caused apoptosis but not after starting treatment at 5 μM.
References

[1]. Aminopurvalanol A, a Potent, Selective, and Cell Permeable Inhibitor of Cyclins/Cdk Complexes, Causes the Reduction of in Vitro Fertilizing Ability of Boar Spermatozoa, by Negatively Affecting the Capacitation-Dependent Actin Polymerizat.

[2]. A cyclin-dependent kinase inhibitor inducing cancer cell differentiation: biochemical identification using Xenopus egg extracts. Proc Natl Acad Sci U S A. 1999;96(9):4797-4802.

Additional Infomation
Aminopurvalanol is a purvalanol and a member of monochlorobenzenes. It has a role as a protein kinase inhibitor.
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C19H26N7OCL
Molecular Weight
403.90904
Exact Mass
403.189
CAS #
220792-57-4
PubChem CID
6604931
Appearance
Off-white to light yellow solid powder
Density
1.4g/cm3
Boiling Point
639ºC at 760mmHg
Flash Point
340.2ºC
Vapour Pressure
3.34E-17mmHg at 25°C
Index of Refraction
1.678
LogP
4.542
Hydrogen Bond Donor Count
4
Hydrogen Bond Acceptor Count
7
Rotatable Bond Count
7
Heavy Atom Count
28
Complexity
497
Defined Atom Stereocenter Count
1
SMILES
CC(C)[C@H](CO)NC1=NC(=C2C(=N1)N(C=N2)C(C)C)NC3=CC(=CC(=C3)N)Cl
InChi Key
RAMROQQYRRQPDL-HNNXBMFYSA-N
InChi Code
InChI=1S/C19H26ClN7O/c1-10(2)15(8-28)24-19-25-17(23-14-6-12(20)5-13(21)7-14)16-18(26-19)27(9-22-16)11(3)4/h5-7,9-11,15,28H,8,21H2,1-4H3,(H2,23,24,25,26)/t15-/m0/s1
Chemical Name
(2R)-2-[[6-(3-amino-5-chloroanilino)-9-propan-2-ylpurin-2-yl]amino]-3-methylbutan-1-ol
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 : ~100 mg/mL (~247.58 mM)
Solubility (In Vivo)
Solubility in Formulation 1: ≥ 2.5 mg/mL (6.19 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 25.0 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: ≥ 2.5 mg/mL (6.19 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 25.0 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 2.4758 mL 12.3790 mL 24.7580 mL
5 mM 0.4952 mL 2.4758 mL 4.9516 mL
10 mM 0.2476 mL 1.2379 mL 2.4758 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.

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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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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
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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
  • Network models realized in this study. (A) Network representing the molecular events involved in cell cycle and cell cycle control (CCN). (B) Network representing the nodes affected by Aminopurvalanol A and those under their direct control. (C) Network resulting after the removal of the nodes affected by Aminopurvalanol A from CCN. In all the cases, the networks are represented with the Perfuse Force Directed Layout, and the node diameter is proportional to the node degree and the node color depends on the betweenness centrality (green = lower values, red = higher values).[1].Aminopurvalanol A, a Potent, Selective, and Cell Permeable Inhibitor of Cyclins/Cdk Complexes, Causes the Reduction of in Vitro Fertilizing Ability of Boar Spermatozoa, by Negatively Affecting the Capacitation-Dependent Actin Polymerizat.
  • Graph showing the effect of Aminopurvalanol A on acrosome integrity. The effects of Aminopurvalanol A at different concentration and incubation times on the percentage of spermatozoa with absent or damaged acrosome were shown (A). The statistically relevant differences are reported (B). The data are reported as mean±standard deviation, and the comparisons were carried out with ANOVA two ways, followed by Tukey's post-hoc test.[1].Aminopurvalanol A, a Potent, Selective, and Cell Permeable Inhibitor of Cyclins/Cdk Complexes, Causes the Reduction of in Vitro Fertilizing Ability of Boar Spermatozoa, by Negatively Affecting the Capacitation-Dependent Actin Polymerizat.
  • Effect of Aminopurvalanol A on actin polymerization. The histograms represent the subpopulation of spermatozoa individuated by Kernel Density Estimation. On x axis are reported the values of fluorescence emitted by spermatozoa stained with FITC-conjugated falloidin, expressed as arbitrary units.[1].Aminopurvalanol A, a Potent, Selective, and Cell Permeable Inhibitor of Cyclins/Cdk Complexes, Causes the Reduction of in Vitro Fertilizing Ability of Boar Spermatozoa, by Negatively Affecting the Capacitation-Dependent Actin Polymerizat.
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