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trans-Zeatin

CAS No.
1637-39-4
Chemical Name:
trans-Zeatin
Synonyms
Zeatine;(E)-Zeatin;rans-zeatin;TRANS-ZEATIN;Zeatin (7CI);(e)-2-buten-1-o;trans-ZEATIN (Z);Trans-Zeatin HCl;TRANS ISOMER-ZEATIN;ZEATIN TRANS ISOMER
CBNumber:
CB8177373
Molecular Formula:
C10H13N5O
Molecular Weight:
219.24
MDL Number:
MFCD00213654
MOL File:
1637-39-4.mol
MSDS File:
SDS
Last updated:2024-01-10 10:34:12

trans-Zeatin Properties

Melting point 207 °C
Boiling point 395.0±52.0 °C(Predicted)
Density 1.40±0.1 g/cm3(Predicted)
storage temp. -20°C
solubility H2O: soluble
form powder
pka 14.77±0.10(Predicted)
color off-white to yellow
Merck 14,10117
BRN 616241
InChI 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+
InChIKey UZKQTCBAMSWPJD-FARCUNLSSA-N
SMILES C(O)/C(/C)=C/CNC1=C2C(=NC=N1)NC=N2
CAS DataBase Reference 1637-39-4(CAS DataBase Reference)
FDA UNII 7I6OOJ9GR6
EPA Substance Registry System Zeatin (1637-39-4)

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS07
Signal word  Warning
Hazard statements  H315-H319
Precautionary statements  P264-P280-P302+P352+P332+P313+P362+P364-P305+P351+P338+P337+P313
Hazard Codes  Xi
Safety Statements  22-24/25
WGK Germany  3
RTECS  EM9506000
8-10-23
HS Code  29335990
NFPA 704
0
2 0

trans-Zeatin price More Price(28)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich Z0876 trans-Zeatin BioReagent, plant cell culture tested, ≥97% 1637-39-4 5mg $67.9 2024-03-01 Buy
Sigma-Aldrich Z0876 trans-Zeatin BioReagent, plant cell culture tested, ≥97% 1637-39-4 10mg $118 2024-03-01 Buy
TCI Chemical Z0012 trans-Zeatin >98.0%(HPLC)(N) 1637-39-4 100mg $297 2024-03-01 Buy
Alfa Aesar J61972 trans-Zeatin, 97% 1637-39-4 50mg $252.65 2024-03-01 Buy
Alfa Aesar J61972 trans-Zeatin, 97% 1637-39-4 100mg $437 2024-03-01 Buy
Product number Packaging Price Buy
Z0876 5mg $67.9 Buy
Z0876 10mg $118 Buy
Z0012 100mg $297 Buy
J61972 50mg $252.65 Buy
J61972 100mg $437 Buy

trans-Zeatin Chemical Properties,Uses,Production

Description

trans-Zeatin is a cytokinin plant growth regulator with antioxidant and neuroprotective activities. It binds to the cytokinin receptor Arabidopsis histidine kinase 3 (AHK3) with a KD value of 1.3 nM. trans-Zeatin increases chlorophyll levels in etiolated Cucumus sativus cotyledons in a concentration-dependent manner. It increases callus growth and shoot formation in N. tabacum calluses when used at concentrations of 5 and 50 μM. trans-Zeatin (25-100 μM) reduces production of reactive oxygen species (ROS) induced by amyloid β (25-35) (Aβ25-35) in PC12 cells. It reduces scopolamine-induced spontaneous alternations in the Y-maze, indicating enhanced spatial memory, in mice when administered at doses of 1.5, 3, and 4.5 mg/kg per day.

Chemical Properties

white to light yellow crystal powder

Physical properties

Trans-zeatin is freely soluble in acetic acid and water.

Uses

Zeatin, purified from Zea mays, is a member of the cytokinin group of plant growth factors, the activity of which is attributed to its more stable trans form. Trans-Zeatin inhibits UVB-induced matrix metalloproteinase-1 expression via MAP kinase signaling in human skin fibroblasts. Trans-Zeatin is a potential agent for the management of skin photoaging.

Definition

Increased levels of cytokinins such as trans-zeatin, which are considered highly active, induced resistance against mainly (hemi)biotrophic pathogens in different plant species. In contrast, cis-zeatin is commonly regarded as a cytokinin exhibiting low or no activity [1].

Definition

ChEBI: The trans-isomer of zeatin.

General Description

trans-Zeatin contains a hydroxylated isoprenoid side chain.

Biochem/physiol Actions

Zeatin upon reduction forms zeatin O-glucoside, which is widely present in plants. It possesses transportation and storage functions, along with defence against zeatin oxidases.

Purification Methods

Purify zeatin by recrystallisation from EtOH or H2O. The UV has max at 207 and 275nm ( 1,400 and 14,650) in 0.1N aqueous HCl; 212 and 270nm ( 17,050 and 16,150) in aqueous buffer pH 7.2; 220 and 276nm ( 15,900 and 14,650) in 0.1N aqueous NaOH. The picrate has m 192-194o (from H2O) from which zeatin can be recovered by treatment with Dowex-1 x 8 (200-400 mesh, OH-form). [Letham et al. Aust J Chem 22 205 1969, Proc Chem Soc (London) 230 1964, Shaw & Wilson Proc Chem Soc (London) 231 1964.] It is a cell division factor (plant growth regulator) [Letham & Palni Ann Rev Plant Physiol 34 163 1983] and inhibits mitochondrial function [Miller Plant Physiol 69 1274 1982]. The commercially available trans -9-riboside derivative, [6025-53-2], M 351.4,is a cytokine which separates from aqueous AcOH with m 177-179o. It solubility in AcOH is ~5%. [McDonald & Morris Methods Enzymol 100 347 1985].

References

[1] Dominik K Gro?kinsky. “Cis- and trans-zeatin differentially modulate plant immunity.” Plant Signaling Behavior 8 7 (2013): e24798.

40156-68-1
1637-39-4
Synthesis of trans-Zeatin from 1H-Isoindole-1,3(2H)-dione, 2-[(2E)-4-(acetyloxy)-3-methyl-2-buten-1-yl]-

trans-Zeatin Preparation Products And Raw materials

Global( 351)Suppliers
Supplier Tel Email Country ProdList Advantage
LEAPCHEM CO., LTD.
+86-852-30606658 market18@leapchem.com China 43348 58
Guangzhou TongYi biochemistry technology Co.,LTD
+8613073028829 mack@tongyon.com China 2996 58
Hebei Mojin Biotechnology Co., Ltd
+8613288715578 sales@hbmojin.com China 12470 58
Capot Chemical Co.,Ltd.
571-85586718 +8613336195806 sales@capotchem.com China 29797 60
Shanghai Daken Advanced Materials Co.,Ltd
+86-371-66670886 info@dakenam.com China 15965 58
Henan Tianfu Chemical Co.,Ltd.
+86-0371-55170693 +86-19937530512 info@tianfuchem.com China 21689 55
ATK CHEMICAL COMPANY LIMITED
+undefined-21-51877795 ivan@atkchemical.com China 32686 60
Hefei TNJ Chemical Industry Co.,Ltd.
+86-0551-65418679 +86-18949832763 info@tnjchem.com China 2989 55
Shanghai Zheyan Biotech Co., Ltd.
18017610038 zheyansh@163.com CHINA 3620 58
career henan chemical co
+86-0371-86658258 sales@coreychem.com China 29914 58

Related articles

View Lastest Price from trans-Zeatin manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
trans-Zeatin pictures 2023-11-13 trans-Zeatin
1637-39-4
US $0.00 / g 1g 99% 5KG Wuhan Boye Science And Technology Development Co., Ltd.
trans-Zeatin pictures 2023-06-20 trans-Zeatin
1637-39-4
US $0.00 / KG 1KG 99% 50000KG/month Hebei Mojin Biotechnology Co., Ltd
trans-Zeatin pictures 2023-01-05 trans-Zeatin
1637-39-4
US $0.00-0.00 / KG 1KG 98.0% 1000kg/month WUHAN FORTUNA CHEMICAL CO., LTD
  • trans-Zeatin pictures
  • trans-Zeatin
    1637-39-4
  • US $0.00 / g
  • 99%
  • Wuhan Boye Science And Technology Development Co., Ltd.
  • trans-Zeatin pictures
  • trans-Zeatin
    1637-39-4
  • US $0.00 / KG
  • 99%
  • Hebei Mojin Biotechnology Co., Ltd
  • trans-Zeatin pictures
  • trans-Zeatin
    1637-39-4
  • US $0.00-0.00 / KG
  • 98.0%
  • WUHAN FORTUNA CHEMICAL CO., LTD
(e)-2-buten-1-o (E)-Zeatin 2-Buten-1-ol,2-methyl-4-(purin-6-ylamino)-,(E)- ZEATIN, CRYSTALLIZED TRANS-6-(4-HYDROXY-3-METHYLBUT-2-ENYLAMINO)PURINE(ZEATIN) TRANS-ZEATIN [TRANS-6-(4-HYDROXY-3-METHYLBUT-2-ENYLAMINO)PURINE] (2E)-2-METHYL-4-(1H PURIN-6-YLAMINO)-2-BUTEN-1-OL 2-Buten-1-ol, 2-methyl-4-(1H-purin-6-ylamino)-, (2E)- TRANS ISOMER-ZEATIN trans-Zeatin (synthetic), 97% 10MG (2E)-2-Methyl-4-[(9H-purin-6-yl)aMino]but-2-en-1-ol (E)-2-Methyl-4-(7H-purin-6-ylamino)but-2-en-1-ol 6-(4-Hydroxy-3-methyl-trans-2-butenylamino)purine N6-(4-Hydroxy-3-methyl-trans-2-butenyl)adenine (E)-2-Methyl-4-(9H-purin-6-ylamino)-2-buten-1-ol (E)-2-Methyl-4-[(9H-purine-6-yl)amino]-2-butene-1-ol trans-ZEATIN (Z) trans-Zeatin (synthetic),97% ZEATINRESEARCH GRADE trans-Zeatin,6-(4-Hydroxy-3-methylbut-2-enylamino)purine, N6-(4-Hydroxy-3-methyl-2-buten-1-yl)adenine 2-methyl-4-(1H-purin-6-ylamino)-,(E)-2-Buten-1-ol 2-methyl-4-(purin-6-ylamino)-,(E)-2-Buten-1-ol Zeatine (E)-2-METHYL-4-(1H-PURIN-6-YLAMINO)-2-BUTEN-1-OL 6-(4-HYDROXY-3-METHYL-2-BUTENYLAMINO)PURINE 6-[4-HYDROXY-3-METHYLBUT-2-ENYLAMINO]PURINE TRANS ISOMER 6-(HYDROXY-3-METHYL-BUT-2-ENYLAMINO)PURINE 6[(E)-4-HYDROXY-3-METHYL-2-BUTENYLAMINO] PURINE 6-[(E)-4-HYDROXY-3-METHYL-2-BUTENYLAMINE]PURINE ZEATIN (TRANS ISOMER) PLANT CELL*CULTURE TESTED N6-(4-HYDROXY-3-METHYL-2-BUTEN-1-YL)ADENINE ZEATIN TRANS ISOMER TRANS-2-METHYL-4-(1H-PURIN-6-YLAMINO)-BUT-2-EN-1-OL TRANS-ZEATIN trans-Zeatin (synthetic) TRANS-6-(4-HYDROXY-3-METHYLBUT-2-ENYLAMINO)PURINE trans-Zeatin, 97% [synthetize] trans-Zeatin /Zeatin ZEATIN SOLUTION (1MG/ML) 2-Buten-1-ol, 2-methyl-4-(9H-purin-6-ylamino)-, (2E)- Zeatin Impurity 3(Trans-Zeatin) rans-zeatin Trans-Zeatin HCl trans-Zeatin 1637-39-4 Zeatin (7CI) 1637-39-4 C10H13N5O C913CH11D2N5O Chromatography Environmental Standards Pesticides Pesticides & Metabolites Plant Biotechnology Plant Tissue Culture Analytical Chromatography Product Catalog BioChemical Analytical Standards Cytokinins