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)
  • Interactive image
ChEBI
  • CHEBI:16522 N
ChemSpider
  • 395716 N
  • 449093
UNII
  • 7I6OOJ9GR6 Y
  • 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).
N verify (what is YN ?)

Occurrence edit

Zeatin and its derivatives occur in many plant extracts and are the active ingredient in coconut milk, which causes plant growth.[1]

6-(γ,γ-Dimethylallylamino)purine is a zeatin precursor.[2]

Application edit

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.[3]

The two isomers of Zeatin are found to have different effects biologically, as trans-zeatin is found to be bioactive while cis-zeatin has a weak impact. This distinct bioactivity is not a result of difference in uptake and accumulation of trans-Zeatin as opposed to cis-Zeatin.[4] In the tobacco callus bioassay, cis-Zeatin was found to be less active than trans-Zeatin. There is no evidence of cis↔trans isomerization in plant tissues.[5]

References edit

  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. Retrieved 2021-10-12.
  3. ^ 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. PMC 3906432. PMID 23656869.
  4. ^ Gajdošová, Silvia; Spíchal, Lukáš; Kamínek, Miroslav; Hoyerová, Klára; Novák, Ondřej; Dobrev, Petre I.; Galuszka, Petr; Klíma, Petr; Gaudinová, Alena; Žižková, Eva; Hanuš, Jan; Dančák, Martin; Trávníček, Bohumil; Pešek, Bedřich; Krupička, Martin (May 2011). "Distribution, biological activities, metabolism, and the conceivable function of cis-zeatin-type cytokinins in plants". Journal of Experimental Botany. 62 (8): 2827–2840. doi:10.1093/jxb/erq457. ISSN 1460-2431. Retrieved December 7, 2023.
  5. ^ Jameson, Paula Elizabeth (2023-05-02). "Zeatin: The 60th anniversary of its identification". Plant Physiology. 192 (1): 34–55. doi:10.1093/plphys/kiad094. ISSN 0032-0889. PMC 10152681. PMID 36789623.

External links edit

  • Cytokinins

zeatin, cytokinin, derived, from, adenine, which, occurs, form, trans, isomer, conjugates, discovered, immature, corn, kernels, from, genus, promotes, growth, lateral, buds, when, sprayed, meristems, stimulates, cell, division, produce, bushier, plants, citati. 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 Application 3 References 4 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 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 3 The two isomers of Zeatin are found to have different effects biologically as trans zeatin is found to be bioactive while cis zeatin has a weak impact This distinct bioactivity is not a result of difference in uptake and accumulation of trans Zeatin as opposed to cis Zeatin 4 In the tobacco callus bioassay cis Zeatin was found to be less active than trans Zeatin There is no evidence of cis trans isomerization in plant tissues 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 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 Gajdosova Silvia Spichal Lukas Kaminek Miroslav Hoyerova Klara Novak Ondrej Dobrev Petre I Galuszka Petr Klima Petr Gaudinova Alena Zizkova Eva Hanus Jan Dancak Martin Travnicek Bohumil Pesek Bedrich Krupicka Martin May 2011 Distribution biological activities metabolism and the conceivable function of cis zeatin type cytokinins in plants Journal of Experimental Botany 62 8 2827 2840 doi 10 1093 jxb erq457 ISSN 1460 2431 Retrieved December 7 2023 Jameson Paula Elizabeth 2023 05 02 Zeatin The 60th anniversary of its identification Plant Physiology 192 1 34 55 doi 10 1093 plphys kiad094 ISSN 0032 0889 PMC 10152681 PMID 36789623 External links editCytokinins Retrieved from https en wikipedia org w index php title Zeatin amp oldid 1188798462, 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.