| Identification | Back Directory | [Name]
N6-(delta 2-Isopentenyl)-adenine | [CAS]
2365-40-4 | [Synonyms]
2IP
6-(Y
iPeAde
N6-iPeAde
Enadenine
NSC 106958
TRIACANTHINE
N-Isopentenyladenine
N6-Isopentenyladenine
2iP SOLUTION (1 mg/mL)
N6-dimethylallyladenine
Isoamyl alkenyl adenine
N6-(2-lsopentenyl)adenine
N6-[2-ISOPENTENYL]ADENINE
N6-ISOPENTENYLADENINE (iP)
N6-(2-Isopentenyl)-adenosin
N6-(DELTA2-ISOPENTENYL)ADENINE
2-iP N6-(2-Isopentenyl)adenine
6-(3,3-DIMETHYLALLYLAMINO)PURINE
6-(y,y-Dimethylallylamino)purine
N6-[2-ISOPEHTYL] ADENINEextrapure
2ip、6-(γ,γ-Dimethylallylamino)purine
3-methylbut-2-enyl(7H-purin-6-yl)amine
N-(3-methylbut-2-enyl)-7H-purin-6-amine
N6-(delta 2-Isopentenyl)-adenine (2-IP)
N6-(delta 2-Isopentenyl)-adenine, >=99%
N-(3-Methyl-2-butenyl)-1H-purin-6-amine
1H-Purin-6-amine, N-(3-methyl-2-butenyl)-
6-(GAMMA,GAMMA-DIMETHYLALLYLAMINO)-PURINE
N-(3-Methylbut-2-en-1-yl)-7H-purin-6-aMine
N-(3-Methylbut-2-en-1-yl)-9H-purin-6-aMine
9H-Purin-6-aMine,N-(3-Methyl-2-buten-1-yl)-
6-(gamma,gamma-dimethylallylamino)*purine commerc
6-(GAMMA,GAMMA-DIMETHYLALLYLAMINO)*PURIN E SOLUTION
6-(GAMMA,GAMMA-DIMETHYLALLYLAMINO)*PURIN E COMMERCIA
6-(GAMMA,GAMMA-DIMETHYLALLYLAMINO)*PURIN E PLANT CEL
6-(GAMMA,GAMMA-DIMETHYLALLYLAMINO)*PURIN E, PLANT CE
N6-(delta 2-Isopentenyl)-adenine, reagent grade, ≥98.5%
6-(gamma,gamma-Dimethylallylamino)purine Solution (1.0 mg/mL)
6-(γ,γ-Dimethylallylamino)purine,2iP, N6-(2-Isopentenyl)adenine
6-(gamma,gamma-Dimethylallylamino)purine Vetec(TM) reagent grade, >=98.5% | [EINECS(EC#)]
812-988-8 | [Molecular Formula]
C10H13N5 | [MDL Number]
MFCD00132998 | [MOL File]
2365-40-4.mol | [Molecular Weight]
203.24 |
| Chemical Properties | Back Directory | [Melting point ]
218-220 °C | [Boiling point ]
318.1±52.0 °C(Predicted) | [density ]
1.28±0.1 g/cm3(Predicted) | [storage temp. ]
−20°C
| [solubility ]
DMF (Slightly), Methanol (Slightly) | [form ]
Solid | [pka]
9.36±0.20(Predicted) | [color ]
White to Off-White | [InChIKey]
HYVABZIGRDEKCD-UHFFFAOYSA-N |
| Questions And Answer | Back Directory | [Uses]
N6-(2-Isopentenyl)adenine can be used in biological study for cytokinins stimulated expression of stress-related proteins and transcripts in Arabidopsis thaliana with isopentenyltransferase overexpression. |
| Hazard Information | Back Directory | [Description]
A purine alkaloid, this base was first isolated from the leaves of Gleditsia
triacanthus L., and subsequently discovered in Chidlowia sanguinea and Holar_x0002_rhena floribunda (G. Don.) Dur. et Schinz. The free alkaloid forms colourless
crystals and yields crystalline salts and derivatives, e.g. the hydrochloride, m.p.
218-9°C; hydrobromide, m.p. 215-6°C; sulphate, two salts are formed with
m.p. 175-6°C and 216-7°C respectively depending upon the amount of acid
used in their preparation; picrate, m.p. 246-7°C (dec.); picrolonate, m.p.
229-231 0 C; methiodide, m.p. 227-9°C and the N-benzyl derivative, m.p.
150°C. Oxidation of the alkaloid with KMn04 gives 7-(2:3-dihydroxy-3-methylbutyl)-6-aminopurine which, on periodate oxidation, furnishes 7-(formylmethyl)-
6-aminopurine and Me2CO. Heating the base with Ba(OHh gives one mole each
of NH3, C02 and 4-N-(r:r-dimethylallyl)-N-amino-imidazole-5-carboxamide. | [Definition]
ChEBI: A 6-isopentenylaminopurine in which has the isopentenyl double bond is located between the 2 and 3 positions of the isopentenyl group. | [Biochem/physiol Actions]
6-(γ,γ-Dimethylallylamino)purine (2iP) is a bacteria-derived riboside cytokinin used to grow plant tissues such as tobacco and soybean callus. 2iP is a precursor of the cytokinin Zeatin. 2iP is used in Schenk and Hildebrandt medium to support in vitro propagation of microshoot cultures from shoot tips of Genista plants. | [References]
Belikov, Ban'kowsky, Tsarev.,J. Gen. Chern., USSR, 24,919 (1954)
Janot, Cave, Goutarel., Bull. Soc. Chirn. Fr., 896 (1959)
Monseur, Adriaens.,J. Pharrn. Belg., 279 (1960)
Leonard, Deyrup., J. Arner. Chern. Soc., 84, 2148 (1962)
Leonard, Laursen.,J. Org. Chern., 27, 1778 (1962)
Belikov., Ref. Zh. Khirn., 13Zh608 (1970) |
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