N 6 isopentenyladenine

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Structural formula
Structural formula of N6-isopentenyladenine
General
Surname N 6 isopentenyladenine
other names
  • 6-isopentenylaminopurine
  • N 6 - (Δ 2 -isopentenyl) adenine
  • N - (3-methylbut-2-enyl) -7 H -purine-6-amine
Molecular formula C 10 H 13 N 5
External identifiers / databases
CAS number 2365-40-4
EC number 812-988-8
ECHA InfoCard 100.244.849
PubChem 92180
ChemSpider 83222
DrugBank DB08768
Wikidata Q569031
properties
Molar mass 203.24 g mol −1
Physical state

firmly

safety instructions
GHS labeling of hazardous substances
no GHS pictograms
H and P phrases H: no H-phrases
P: no P-phrases
As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions .

N 6 -Isopentenyladenine is a heterocyclic organic compound with a purine backbone. It is a derivative of the nucleic base adenine , whichis alkylated on the amino group with an isopentenyl group. It occurs as part of the nucleoside N 6 -isopentenyladenosine  (i 6 A) in the RNA . It is structurally related to zeatin and belongs to the group of cytokinins .

literature

  • Michel Laloue, Claude Terrine, Jean Guern: "Cytokinins: Metabolism and Biological Activity of N 6 - (Δ 2 -Isopentenyl) adenosine and N 6 - (Δ 2 -Isopentenyl) adenine in Tobacco Cells and Callus", Plant Physiol. , 1977 , 59 , pp. 478-483 ( PDF ).
  • Valeria Quesney Huneeus, Millie Hughes Wiley, Marvin D. Siperstein: “Isopentenyladenine as a Mediator of Mevalonate-Regulated DNA Replication”, Proc Natl Acad Sci USA , 1980 , 77  (10), pp. 5842-5846 ( PMC 350167 (free full text ), PMID 6934516 , PDF ).

Individual evidence

  1. a b Data sheet 6- (γ, γ-Dimethylallylamino) purine, BioReagent, plant cell culture tested, ≥98.5% from Sigma-Aldrich , accessed on November 5, 2019 ( PDF ).