Kinetin

Chembox new
ImageFile=Kinetin.pngImageSize=90
IUPACName = N⁶-furfuryladenine
OtherNames =
Section1 = Chembox Identifiers
SMILES =
CASNo = 525-79-1
RTECS = AU6270000
Section2 = Chembox Properties
Formula = C₁₀H₉N₅O
MolarMass = 215.21 g/mol
Appearance = off-white amorphous powder
Density =
Solubility =
MeltingPt = 269 to 271 °C (decomposes)
BoilingPt = decomposes
pKa =
pKb =
Viscosity =
Section3 = Chembox Structure
CrystalStruct = cubic
Dipole =
Section7 = Chembox Hazards
ExternalMSDS =
MainHazards =
FlashPt =
RPhrases =
SPhrases = S22 S24/25
Section8 = Chembox Related
Function =
OtherFunctn = cytokinin

Kinetin is a kind of cytokinin, a class of plant hormone that promotes cell division. Kinetin was originally isolated by Miller [http://www.biochem.wisc.edu/faculty/amasino/pdfs/1_Kinetin_Arrives.pdf] and Skoog "et al" as a compound from autoclaved herring sperm DNA that had cell division-promoting activity. It was given the name kinetin because of its ability to induce cell division, provided that auxin was present in the medium. The story of the discovery of kinetin [http://www.plantphysiol.org/cgi/content/short/138/3/1177] is a fascinating example of the twists and turns of scientific discovery. Kinetin is often used in plant tissue culture for inducing formation of callus (in conjunction with auxin) and to regenerate shoot tissues from callus (with lower auxin concentration).

For a long time it was believed that kinetin was an artifact produced from the deoxyadenosine residues in DNA, which degrade on standing for long periods or when heated during the isolation procedure. Therefore, it was thought that kinetin doesn't occur naturally, but since 1996 it has been shown by several researchers that kinetin exists naturally in the DNA of almost all organisms tested so far, including human cells, and various plants. The mechanism of production of kinetin in DNA is thought to be via the production of furfural - an oxidative damage product of deoxyribose sugar in DNA - and its quenching by the adenine base converting it into N6-furfuryladenine, kinetin.

Since 1994, kinetin has been thoroughly tested for its powerful anti-aging effects in human skin cells and other systems. At present, kinetin is one of the widely used components in numerous skin care cosmetics and cosmeceuticals, such as Valeant products kinerase.Fact|date=February 2008 There are some reports published on other biological effects of kinetin in human beings, for example its effects as anti-platelet aggregation factor reducing thrombosis formation.Fact|date=February 2008 Additionally, it has been shown to be capable of correcting RNA mis-splicing in the disease of familial dysautonomia, in which exon 20 of IKBKAP is skipped instead of included in the disease, leading to insufficient levels of IKBKAP protein product as a result of frame-shift induced nonsense-mediated decay.Fact|date=February 2008

History

In 1939 P. A. C. Nobécourt (Paris) began the first permanent callus culture from root explants of carrot ("Daucus carota"). Such a culture can be kept forever by successive transplantations onto fresh nutrient agar. The transplantations occur every three to eight weeks. Callus cultures are not cell cultures, since whole tissue associations are cultivated. Though many cells keep their ability to divide, this is not true for all. One reason for this is the aneuploidy of the nuclei and the thus caused unfavourable chromosome constellations.

J. van OVERBEEK (Rijksuniversiteit Utrecht) introduced in 1941 coconut milk as a new component of nutrient media for callus cultures. Coconut milk is liquid endosperm. In nature it stimulates the embryo to grow which it supplies at the same time with food. Results yielded from callus cultures showed that its active components stimulate the growth of foreign cells, too.

In 1954, F. Skoog (University of Wisconsin, Madison) developed a technique for the generation and culture of wound tumour tissue from isolated shoot parts of tobacco ("Nicotiana tabacum"). The thus developing callus grows when supplied with yeast extract, coconut milk or old DNA preparations. Freshly prepared DNA has no effect but becomes effective after autoclaving. This led to the conclusion that one of its breakdown products is required for cell growth and division. The substance was characterized. It is called kinetin and has been classified as a phytohormone.

Kinetin is also claimed to have dermatologic effects and is used in some cosmetics.

References

* Mok, D.W.S. & Mok, M.C. (1994) "Cytokinins: chemistry, activity and function." C RC press Inc., Boca Raton.
*Barciszewski, J.; Siboska, G.E.; Pedersen, B.O.; Clark, B.F.C., and Rattan, S.I.S. (1996) "Evidence for the presence of kinetin in DNA and cell extracts". "FEBS Letters": 393, 197-200.
*Barciszewski, J.; Rattan, S.I.S.; Siboska, G., and Clark, B.F.C. (1999) "Kinetin - 45 years on". "Plant Science": 148, 37-45, 1999.
*Rattan, S.I.S. & Clark, B.F.C. (1994) "Kinetin delays the onset of ageing characteristics in human fibroblasts". "Biochemical and Biophysical Research Communications": 201, 665-672.
*Rattan, S.I.S. (2002) "N6-furfuryladenine (kinetin) as a potential anti-aging molecule". "Journal of Anti-Aging Medicine": 5, 113-116.
* Slaugenhaupt "et al". (2004) "Rescue of a human mRNA splicing defect by the plant cytokinin kinetin". "Human Molecular Genetics" 13(4): 429-436.

ee also

* Plant hormone