2iP 6-(y,y-Dimethylallylamino)Purine Powder

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D006

2iP 6-(y,y-Dimethylallylamino)Purine Powder

6-(gamma,gamma-Dimethylallylamino)Purine – 2iP; >99%; N6-(-Isopentenyl) adenine; CAS# 2365-40-4; MW: 203.24; MF: C10H13N5;

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Description

2iP 6-(y,y-dimethylallylamino)Purine is a bacteria-derived riboside cytokinin.

Suitable for growing plant tissues like tobacco or soybean callus.

6-(y,y-dimethylallylamino)purine was first discovered for cytokinin from an array of synthetic analogues derived from kinetin (Rogozinska et al 1964).

Also, 6-(y,y-dimethylallylamino)purine promotes cell division, shoot proliferation and organogenesis, aids in the maintenance of the shoot-apical meristem, disrupts apical dominance, and delays senescence.

2iP Powder manufactured by Caisson Labs.

Additional information

Brand

Caisson Labs

Product Storage Conditions

-20 to -5°C

Product Shipping Conditions

Ambient

Product Attributes

Format

Size

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32284powder / 100mg$26.60D006-100MGhttps://caissonlabs.com/wp-content/uploads/CN-D006-SDS-REV00.pdfhttps://caissonlabs.com/wp-content/uploads/D006-07202004.pdf

2iP – 6- (γ, γ-Dimethylallylamino)Purine

6-(gamma, gamma-Dimethylallylamino) purine correctly is a riboside Cytokinins derived from responsible bacteria that act as a growth promoter in plant tissue cultures and also result in the lignification of specific tissues [1].

Introduction:

  • 6-(γ, γ-Dimethylallylamino) purine act as a suitable bio-reagent for plant culture growth [6]. It is typically considered an important growth promotor scientifically derived from Cytokinins because it properly promotes cell division. The first most potent of Cytokinins are ZEATIN and the second most potent of all is 6- (gamma, gamma-Dimethylallylamino) purine [7].
  • It is equally available under the specific names of different labels like 6-isopentenyladenine, MFCD00132998, N-(3-methylbut-2-enyl) -7H-purin-6-amine, N (6) -dimethylallyl adenine, N6-(2-Isopentenyl) adenine and N-(3-methylbut-2-en-1-yl)-9H-purin-6-amine [8]. It is obtainable in the packaging of 1mg, 100mg, 500mg, 1g, 5g, 10g, 25g, 50mL and 100mL in the market [4].

Structure:

  • The unique structure of 6- (gamma, gamma-Dimethylallylamino) -purine is complex and typically contain isopentenyl double bond rings that are shown below in the chemical structure:

2iP-6-(γ γ-Dimethylallylamino)Purine

Figure 1: Structure of plant growth regulator 6-(γ,γ-Dimethylallylamino) purine [1].

Procedure:

6-(γ, γ-Dimethylallylamino) purine (a specific type of Cytokinins) can be obtained naturally from a capable bacteria. It can equally be prepared synthetically by using various compounds and techniques that are discussed below:

  • Reaction between 3-methyl-2-butene-1-amine hydrochloride and 6-Chloropurine.
    • One way of producing 6-(γ, γ-Dimethylallylamino) purine synthetically in the laboratory is discussed below [10] [11].
    • Foremost, prepare the stock chemical substances which are consumed in the production of 6- (γ, γ-Dimethylallylamino) purine.
    • Production of 3-methyl-2-butene-1-amine hydrochloride:
      Isomerization of 3-methyl-3-butene-1-al under suitable acidic and basic conditions results in the possible formation of 3-methyl-2-butene-1-amine hydrochloride. Its molecular weight correctly is 121.608. It is significant for the production of other chemical substances like 6-(γ, γ-Dimethylallylamino) purine and also acts as an initiating material in the production of dyes, plastics and pharmaceutical products [12].
    • Production of 6-Chloropurine:
      6-chloropurine (Molecular weight: 154.557) is synthesized in the laboratory by producing a solution containing different solvents in properly measured quantities. The solvents required in the synthesis are 10% dimethyl sulfoxide (DMSO), 40% Polyethylene glycol solution (PEG) , a viscous liquid 5% Tween-80, and 45% saline solution.
    • Carefully add each solvent one by one in the beaker to typically form 6-chloropurine [13].
    • After the successful production of 3-methyl-2-butene-1-amine hydrochloride and 6-Chloropurine in the laboratory. Both of these organic substances are treated together under suitable conditions. The chemical equation is given below [10]:
      3-methyl-2-butene-1-amine hydrochloride +6-Chloropurineà 6-(γ,γ-Dimethylallylamino) purine2iP-6-γ γ-DimethylallylAminoPurine
  •  Production of 6-(γ, γ-Dimethylallylamino) purine by using (2-chloro-7(9) H-purin-6-yl) -(3-methyl-but-2-enyl)-amine
    • 6-(γ, γ-Dimethylallylamino) purine is also produced in the laboratory by typically using (2-chloro-7(9) H-purin-6-yl) -(3-methyl-but-2-enyl) -amine. The molecular weight is 237.68. This chemical reaction is carried out under suitable conditions required for the normal production of 6- (γ, γ-Dimethylallylamino) purine. The chemical equation of the reaction is given below:
    • (2-chloro-7(9)H-purin-6-yl)-(3-methyl-but-2-enyl)-amineà6-(γ,γ-Dimethylallylamino) purine6-(γ γ-DimethylallylAminoPurine-2iP-02
  • By using (2E)-2-Methyl-4-(7H-purin-6-ylamino)-2-buten-1-yl β-D-glucopyranoside:
    • 6-(γ, γ-Dimethylallylamino) purine is also produced in the laboratory by typically using (2-chloro-7(9) H-purin-6-yl) -(3-methyl-but-2-enyl) -amine. The molecular weight is 237.68. This chemical reaction is carried out under suitable conditions required for the normal production of 6- (γ, γ-Dimethylallylamino) purine. The chemical equation of the reaction is given below:

(2-chloro-7(9)H-purin-6-yl)-(3-methyl-but-2-enyl)-amineà6-(γ,γ-Dimethylallylamino) purine

6- (γ γ-DimethylallylAminoPurine-2iP-03

    • Natural production of 6- (γ, γ-Dimethylallylamino) purine:
      A unique species of ectomycorrhizal fungi named Rhizopogon roseolus naturally produces different kinds of Cytokinins in the culture medium. One of them is 6-(γ, γ-Dimethylallylamino) purine and suggested that the gradual enlargement of the cortex cells might result from the production of Cytokinins by the fungus [15].

Applications:

Following are the practical applications of growth regulator 6- (γ, γ-Dimethylallylamino) purine that are discussed below:

 

  • 6- (γ, γ-Dimethylallylamino) purine properly promotes cell division, shoot organogenesis, and shoot proliferation over time. The highest shoot proliferation can be carefully observed by properly using 10 mg/L 2iP in the effective medium.
  • The growth regulator 6- (γ, γ-Dimethylallylamino) purine naturally stimulates the direct outgrowth of axillary buds because the phenomenal growth is dependent on the visible presence of growth promoters in the culture medium.
  • It typically plays a significant role in the effective mechanisms of shoot regeneration, shoots elongation, and initiation of shoot cells development under the provided conditions.
  • It also promotes the sustainable development of specific cells and essential nutrients processing in specific plants.
  • It is additionally utilized in the production of zeatin. It also acts as a callus growth promoter in tobacco plants and soya bean plants [8] [9].

Specifications:

 

Following are the specifications of 6-(γ, γ-Dimethylallylamino) purine that are discussed below [1][2][3][4][5]:

Properties6-(γ,γ-Dimethylallylamino)Purine – 2iP
ClassificationCytokinins
TypeBio Reagent
IndustryAgricultural sector
StateBoth in liquid and powder form
Color
  • Solid: White powder
  • Liquid: Colorless
OdorOdorless
SolubilitySoluble in potassium hydroxide
Formal charge0
Molecular FormulaC10H13N5
Molecular weight203.24
Storage temperature
  • Powder: -20 degrees Celsius
  • Liquid: -20 to -80 degrees Celsius
Shipping conditionFrozen as dry ice
Density1.3±0.1 g/cm3
Boiling point477.1±30.0 °C
Melting pointN/A
Vapor pressure0.0±1.2 mmHg
PackingGlass bottles
DiluentWater
PuritySterile-filtered
Heavy atom count15
Refraction index1.68
PubChem ID24894149
CAS Number2365-40-4
MDL NumberMFCD00132998
InChl keyHYVABZIGRDEKCD-UHFFFAOYSA-N
SMILESC\C(C)=C\CNc1ncnc2[nH]cnc12
InChl1S/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)
LogP2.31
AssayLess than 98.5%

Hazards and Safety:

  • Avoid breathing vapors or dust of 6- (γ, γ-Dimethylallylamino) purine. If powdery form of 6- (γ, γ-Dimethylallylamino) purine is inhaled accidentally, carefully move the confirmed victim to fresh air. If he is not breathing, voluntarily give him artificial breathing. It can typically cause respiratory tract irritation. Properly treat the victim graciously according to the specific symptoms.
  • If the skin gets in direct contact with odorless liquid or powder form, carefully wash the contaminated area thoroughly using a mild soap. It can typically cause corrosion of the skin and evident irritation.
  • If this substance is engulfed accidentally, wash the mouth of the victim immediately. Seek medical advice. In the specific cases of direct contact with eyes, gently wash them with excess water. It can knowingly cause redness and itching.
  • It is not labeled as a hazardous substance but in the exceptional cases of terrible fire, don’t inhale its organic vapors. Use carbon dioxide, water, and dry foam as extinguishing material.
  • Don’t release the remaining 6- (γ, γ-Dimethylallylamino) purine in the drains, it can severely affect aquatic life.
  • Properly use protective gloves before handling the specific substance in the laboratory. After using them, carefully remove the sterile gloves and wash your hands. Body protection is also important, use protective clothes and after handling appropriately, promptly remove the contaminated clothes carefully [9].

References:

 

  1. Sigma-Aldrich – BioReagent6-(γ,γ-Dimethylallylamino)Purine
  2. Caisson Labs – DSL01 – 6-(y,y-dimethylallylamino)Purine (2iP) Liquid Solution
  3. PhytoTech Labs – 6-(γ,γ-Dimethylallylamino)Purine – 2iP
  4. MedChemExpress – 6-(γ,γ-Dimethylallylamino)Purine – N6-(2-lsopentenyl)adenine)
  5. Emerald Scientific – 6-(gamma,gamma-Dimethylallylamino)Purine
  6. Krackeler Scientific – 6-(γ,γ-Dimethylallylamino)Purine”
  7. PhytoTech Labs – 6-(γ,γ-Dimethylallylamino)Purine – 2iP
  8. ChemSRC – 6-(γ,γ-Dimethylallylamino)Purine
  9. EH&S UNR – 6-(γ,γ-Dimethylallylamino)Purine SDS
  10. ChemSRC – 6-(γ,γ-Dimethylallylamino)Purine
  11. Chemical Book – 3-METHYL-2-BUTENE-1-AMINE HCL
  12. Patent US4192820A – Preparation of 3-methyl-2-buten-1-al
  13. MedChemExpress – 6-Chloropurine
  14. ChemSRC – TRANS-ZEATIN GLUCOSIDE
  15. Redalyc Scientific Information System – In vitro GROWTH OF ECTOMYCORRHIZAL FUNGI ASSOCIATED WITH Pinus radiata PLANTATIONS IN CHILE
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