N6-(delta 2-Isopentenyl)-adenine Struktur

N6-(delta 2-Isopentenyl)-adenine

Bezeichnung:N6-(delta 2-Isopentenyl)-adenine

CAS-Nr2365-40-4

Englisch Name:N6-(delta 2-Isopentenyl)-adenine

CBNumberCB6342247

SummenformelC10H13N5

Molgewicht203.24

MOL-Datei2365-40-4.mol

N6-(delta 2-Isopentenyl)-adenine physikalisch-chemischer Eigenschaften

Schmelzpunkt	218-220 °C
Siedepunkt	318.1±52.0 °C(Predicted)
Dichte	1.28±0.1 g/cm3(Predicted)
storage temp.	-20°C
Löslichkeit	DMF (Slightly), Methanol (Slightly)
Aggregatzustand	Solid
pka	9.36±0.20(Predicted)
Farbe	White to Off-White
InChIKey	HYVABZIGRDEKCD-UHFFFAOYSA-N

Sicherheit

WGK Germany	3
HS Code	2933599590

Gefahreninformationscode (GHS)

N6-(delta 2-Isopentenyl)-adenine Chemische Eigenschaften,Einsatz,Produktion Methoden

Beschreibung
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.
Verwenden
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.
Verwenden
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 has been used in Schenk and Hildebrandt medium to support in vitro propagation of microshoot cultures from shoot tips of Genista plants.
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.
Einzelnachweise
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)

N6-(delta 2-Isopentenyl)-adenine Anbieter Lieferant Produzent Hersteller Vertrieb Händler.

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