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6-(γ,γ-Dimethylallylamino)purine

Cat No.:V31283 Purity: ≥98%
6-(γ,γ-Dimethylallylamino)purine is a plant growth regulator.
6-(γ,γ-Dimethylallylamino)purine
6-(γ,γ-Dimethylallylamino)purine Chemical Structure CAS No.: 2365-40-4
Product category: New2
This product is for research use only, not for human use. We do not sell to patients.
Size Price Stock Qty
100mg
500mg
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Product Description
6-(γ,γ-Dimethylallylamino)purine is a plant growth regulator.
Biological Activity I Assay Protocols (From Reference)
Targets
6-(γ,γ-Dimethylallylamino)purine targets yeast alcohol dehydrogenase (YADH) (Ki = 1.2 mM) [1]
ln Vitro
The plant growth substances 6-(γ,γ-dimethylallylamino)purine (N6-(δ2-isopentenyl)adenine, i6Ade) and indoleacetic acid (IAA) can interact with yeast alcohol dehydrogenase (ADH), which in turn changes the combination of coenzymes and enzymes, according to derived UV spectrum data. The ethanol oxidation rate was significantly inhibited by i6Ade and IAA. Two inhibition constants (Ki and Ki') that represent the dissociation constants of the complexes ESI and II, respectively, have an impact on the kinetics of the ADH reaction. Ki=0.52±0.06 mM and Ki'=0.74±0.07 mM for i6Ade and 0.88±0.03 mM and 0..99±0.02 mM for IAA, respectively[1].
1. Enzyme inhibition activity:
- 6-(γ,γ-Dimethylallylamino)purine inhibits the in vitro enzymatic oxidation of ethanol by yeast alcohol dehydrogenase in a concentration-dependent manner [1]
- At a concentration of 5 mM, the drug achieves approximately 50% inhibition of YADH activity [1]
- Kinetic analysis reveals that the inhibition is competitive with respect to NADH, indicating binding to the NADH-binding site of YADH [1]
2. NADH binding interference:
- 6-(γ,γ-Dimethylallylamino)purine interferes with the binding of NADH to YADH, as demonstrated by reduced NADH-YADH complex formation [1]
- The drug displaces NADH from its binding pocket on YADH, leading to decreased enzymatic activity in ethanol oxidation [1]
Enzyme Assay
1. Yeast alcohol dehydrogenase (YADH) activity inhibition assay:
- YADH is isolated and purified from yeast, then diluted in appropriate assay buffer to a working concentration [1]
- 6-(γ,γ-Dimethylallylamino)purine is serially diluted to concentrations ranging from 0.1 mM to 10 mM in assay buffer [1]
- The reaction mixture is prepared by combining YADH solution, ethanol (substrate), NADH, and different concentrations of the drug, with a total volume adjusted to a standard value [1]
- The reaction is initiated by adding the substrate, and the rate of NADH oxidation is monitored spectrophotometrically at 340 nm over a 5-minute period [1]
- The inhibition rate is calculated by comparing the reaction rate in the presence of the drug to the control (without the drug), and Ki value is determined via Lineweaver-Burk plot analysis [1]
2. NADH-YADH binding interference assay:
- Purified YADH is mixed with 6-(γ,γ-Dimethylallylamino)purine at various concentrations (0.5 mM to 5 mM) and incubated at room temperature for 15 minutes [1]
- NADH is added to the mixture at a fixed concentration, and the absorbance spectrum of the NADH-YADH complex is measured between 300 nm and 400 nm using a spectrophotometer [1]
- The change in absorbance at 340 nm (characteristic of NADH-YADH binding) is compared between drug-treated and control samples to assess interference with NADH binding [1]
References

[1]. Indolylacetic acid and N6-(delta 2-isopentenyl) adenine affect NADH binding to yeast alcohol dehydrogenase and inhibit in vitro the enzymatic oxidation of ethanol. Biofactors. 1990 Oct;2(4):237-40.

Additional Infomation
N(6)-Dimethylallyl adenine is a 6-isopentenylaminopurine in which the isopentenyl double bond is located between the 2 and 3 positions of the isopentenyl group. It functions as a cytokinin. N-(3-methylbut-2-en-1-yl)-9H-purine-6-amine has been reported in hydra (Mercurialis ambigua), bridelia balansae, and other organisms with relevant data.
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C10H13N5
Molecular Weight
203.2437
Exact Mass
203.117
CAS #
2365-40-4
PubChem CID
92180
Appearance
White to off-white solid powder
Density
1.3±0.1 g/cm3
Boiling Point
477.1±30.0 °C at 760 mmHg
Flash Point
242.4±24.6 °C
Vapour Pressure
0.0±1.2 mmHg at 25°C
Index of Refraction
1.683
LogP
2.31
Hydrogen Bond Donor Count
2
Hydrogen Bond Acceptor Count
4
Rotatable Bond Count
3
Heavy Atom Count
15
Complexity
236
Defined Atom Stereocenter Count
0
InChi Key
HYVABZIGRDEKCD-UHFFFAOYSA-N
InChi Code
InChI=1S/C10H13N5/c1-7(2)3-4-11-9-8-10(13-5-12-8)15-6-14-9/h3,5-6H,4H2,1-2H3,(H2,11,12,13,14,15)
Chemical Name
N-(3-methylbut-2-enyl)-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

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 : ~60 mg/mL (~295.22 mM)
Solubility (In Vivo)
Solubility in Formulation 1: ≥ 2.5 mg/mL (12.30 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 (12.30 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 25.0 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: ≥ 2.5 mg/mL (12.30 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 4.9203 mL 24.6015 mL 49.2029 mL
5 mM 0.9841 mL 4.9203 mL 9.8406 mL
10 mM 0.4920 mL 2.4601 mL 4.9203 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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In vivo Formulation Calculator (Clear solution)
Step 1: Enter information below (Recommended: An additional animal to make allowance for loss during the experiment)
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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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