fbpx
Wikipedia

Zeatin

Zeatin is a cytokinin derived from adenine, which occurs in the form of a cis- and a trans-isomer and conjugates. Zeatin was discovered in immature corn kernels from the genus Zea. It promotes growth of lateral buds and when sprayed on meristems stimulates cell division to produce bushier plants.[citation needed]

Zeatin
Names
IUPAC name
(E)-2-methyl-4-(7H-purin-6-ylamino)but-2-en-1-ol
Identifiers
  • 1637-39-4 Y
3D model (JSmol)
ChEBI
ChemSpider
UNII
  • InChI=1S/C10H13N5O/c1-7(4-16)2-3-11-9-8-10(13-5-12-8)15-6-14-9/h2,5-6,16H,3-4H2,1H3,(H2,11,12,13,14,15)/b7-2+ N
    Key: UZKQTCBAMSWPJD-FARCUNLSSA-N N
  • InChI=1/C10H13N5O/c1-7(4-16)2-3-11-9-8-10(13-5-12-8)15-6-14-9/h2,5-6,16H,3-4H2,1H3,(H2,11,12,13,14,15)/b7-2+
    Key: UZKQTCBAMSWPJD-FARCUNLSBM
  • C/C(=C\CNC1=NC=NC2=C1NC=N2)/CO
Properties
C10H13N5O
Molar mass 219.248 g·mol−1
Appearance Off-white to yellow crystalline powder
Melting point 208 to 210 °C (406 to 410 °F; 481 to 483 K)
Solubility in 1M NaOH Soluble
Hazards
Lethal dose or concentration (LD, LC):
2200 mg/kg (mouse, transperitoneal)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Nverify (what is YN ?)
Infobox references

Contents

Zeatin and its derivatives occur in many plant extracts and are the active ingredient in coconut milk, which causes plant growth.

6-(γ,γ-Dimethylallylamino)purine is a zeatin precursor.

Zeatin has several anti-aging effects on human skin fibroblasts. Zeatin riboside has an immunomodulatory effect by agonizing the mammalian adenosine A2A receptor.

Zeatin has a variety of effects including:

  1. Promotes callus initiation when combined with auxin, concentration 1 ppm.
  2. Promotes fruit set. Zeatin 100 ppm + GA3 500 ppm + NAA 20 ppm, sprayed at 10th, 25th, 40th day after blossom.
  3. Retards yellowing for vegetables, 20 ppm, sprayed.
  4. Causes auxiliary stems to grow and flower.

Zeatin can also be applied to stimulate seed germination and seedling growth.

Zeatin has also been shown to promote the resistance of tobacco against the bacterial pathogen Pseudomonas syringae, in which trans-zeatin has a more prominent effect than cis-zeatin.

  1. David W. S. Mok; Machteld C. Mok (1994). Cytokinins: Chemistry, Activity, and Function. CRC Press. p. 8. ISBN 0-8493-6252-0.
  2. "6-(γ,γ-Dimethylallylamino)purine BioReagent, suitable for plant cell culture, 1 mg/mL". MilliporeSigma | United States. Retrieved2021-10-12.
  3. Rattan, S.I.S. & Sodagam, L. (2005). "Gerontomodulatory and youth-preserving effects of zeatin on fibroblasts of human skin". Rejuvenation Research. 8 (1): 46–57. doi:10.1089/rej.2005.8.46. PMID 15798374.
  4. CM Lappas (2015), "The plant hormone zeatin riboside inhibits T lymphocyte activity via adenosine A2A receptor activation", Cellular & Molecular Immunology, 12 (1): 107–112, doi:10.1038/cmi.2014.33, PMC4654369, PMID 24813229
  5. Großkinsky, D.K.; Edelsbrunner, K.; Pfeifhofer, H.; van der Graaff, E. & Roitsch, T. (2013). "Cis- and trans-zeatin differentially modulate plant immunity". Plant Signaling & Behavior. 8 (7): e24798. doi:10.4161/psb.24798. PMC3906432. PMID 23656869.

Zeatin
Zeatin Language Watch Edit Zeatin is a cytokinin derived from adenine which occurs in the form of a cis and a trans isomer and conjugates Zeatin was discovered in immature corn kernels from the genus Zea It promotes growth of lateral buds and when sprayed on meristems stimulates cell division to produce bushier plants citation needed Zeatin NamesIUPAC name E 2 methyl 4 7H purin 6 ylamino but 2 en 1 olIdentifiersCAS Number 1637 39 4 Y3D model JSmol Interactive imageChEBI CHEBI 16522 NChemSpider 395716 NPubChem CID 449093UNII 7I6OOJ9GR6 YInChI InChI 1S C10H13N5O c1 7 4 16 2 3 11 9 8 10 13 5 12 8 15 6 14 9 h2 5 6 16H 3 4H2 1H3 H2 11 12 13 14 15 b7 2 NKey UZKQTCBAMSWPJD FARCUNLSSA N NInChI 1 C10H13N5O c1 7 4 16 2 3 11 9 8 10 13 5 12 8 15 6 14 9 h2 5 6 16H 3 4H2 1H3 H2 11 12 13 14 15 b7 2 Key UZKQTCBAMSWPJD FARCUNLSBMSMILES C C C CNC1 NC NC2 C1NC N2 COPropertiesChemical formula C 10H 13N 5OMolar mass 219 248 g mol 1Appearance Off white to yellow crystalline powderMelting point 208 to 210 C 406 to 410 F 481 to 483 K Solubility in 1M NaOH SolubleHazardsLethal dose or concentration LD LC LD50 median dose 2200 mg kg mouse transperitoneal Except where otherwise noted data are given for materials in their standard state at 25 C 77 F 100 kPa N verify what is Y N Infobox references Contents 1 Occurrence 2 Toxicology 3 Application 4 References 5 External linksOccurrence EditZeatin and its derivatives occur in many plant extracts and are the active ingredient in coconut milk which causes plant growth 1 6 g g Dimethylallylamino purine is a zeatin precursor 2 Toxicology EditZeatin has several anti aging effects on human skin fibroblasts 3 Zeatin riboside has an immunomodulatory effect by agonizing the mammalian adenosine A2A receptor 4 Application EditZeatin has a variety of effects including Promotes callus initiation when combined with auxin concentration 1 ppm Promotes fruit set Zeatin 100 ppm GA3 500 ppm NAA 20 ppm sprayed at 10th 25th 40th day after blossom Retards yellowing for vegetables 20 ppm sprayed Causes auxiliary stems to grow and flower Zeatin can also be applied to stimulate seed germination and seedling growth Zeatin has also been shown to promote the resistance of tobacco against the bacterial pathogen Pseudomonas syringae in which trans zeatin has a more prominent effect than cis zeatin 5 References Edit David W S Mok Machteld C Mok 1994 Cytokinins Chemistry Activity and Function CRC Press p 8 ISBN 0 8493 6252 0 6 g g Dimethylallylamino purine BioReagent suitable for plant cell culture 1 mg mL MilliporeSigma United States Retrieved 2021 10 12 Rattan S I S amp Sodagam L 2005 Gerontomodulatory and youth preserving effects of zeatin on fibroblasts of human skin Rejuvenation Research 8 1 46 57 doi 10 1089 rej 2005 8 46 PMID 15798374 CM Lappas 2015 The plant hormone zeatin riboside inhibits T lymphocyte activity via adenosine A2A receptor activation Cellular amp Molecular Immunology 12 1 107 112 doi 10 1038 cmi 2014 33 PMC 4654369 PMID 24813229 Grosskinsky D K Edelsbrunner K Pfeifhofer H van der Graaff E amp Roitsch T 2013 Cis and trans zeatin differentially modulate plant immunity Plant Signaling amp Behavior 8 7 e24798 doi 10 4161 psb 24798 PMC 3906432 PMID 23656869 External links EditCytokinins Retrieved from https en wikipedia org w index php title Zeatin amp oldid 1049623702, wikipedia, wiki, book,

books

, library,

article

, read, download, free, free download, mp3, video, mp4, 3gp, jpg, jpeg, gif, png, picture, music, song, movie, book, game, games.