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| 融点 | 207 °C | | 沸点 | 395.0±52.0 °C(Predicted) | | 比重(密度) | 1.40±0.1 g/cm3(Predicted) | | 貯蔵温度 | -20°C | | 溶解性 | H2O: soluble | | 外見 | powder | | 酸解離定数(Pka) | 14.77±0.10(Predicted) | | 色 | 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 データベース | 1637-39-4(CAS DataBase Reference) | | EPAの化学物質情報 | Zeatin (1637-39-4) |
| | trans-ゼアチン Usage And Synthesis |
| 外観 | 白色〜わずかにうすい褐色, 結晶〜結晶性粉末 | | 溶解性 | メタノール,水に難溶。 | | 用途 | 植物培養培地添加用。 | | 説明 | 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. | | 化学的特性 | white to light yellow crystal powder | | 物理的性質 | Trans-zeatin is freely soluble in acetic acid and water. | | 使用 | 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. | | 定義 |
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].
| | 定義 | ChEBI: The trans-isomer of zeatin. | | 一般的な説明 | 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. | | 純化方法 | 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]. | | 参考文献 | [1] Dominik K Gro?kinsky. “Cis- and trans-zeatin differentially modulate plant immunity.” Plant Signaling Behavior 8 7 (2013): e24798. |
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