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Merck

862169

Sigma-Aldrich

2-顺式,4-反式脱落酸

synthetic, 98%

别名:

脱落酸, (2Z,4E)-5-(1-羟基-2,6,6-三甲基-4-氧-2-环己烯-1-基)-3-甲基-2,4-戊二烯酸, ABA, 休眠素

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About This Item

经验公式(希尔记法):
C15H20O4
CAS号:
分子量:
264.32
MDL號碼:
分類程式碼代碼:
12352100
PubChem物質ID:
NACRES:
NA.22

品質等級

化驗

98%

形狀

powder

mp

186-188 °C (lit.)

官能基

carboxylic acid
hydroxyl
ketone

儲存溫度

2-8°C

SMILES 字串

CC(\C=C\C1(O)C(C)=CC(=O)CC1(C)C)=C\C(O)=O

InChI

1S/C15H20O4/c1-10(7-13(17)18)5-6-15(19)11(2)8-12(16)9-14(15,3)4/h5-8,19H,9H2,1-4H3,(H,17,18)/b6-5+,10-7-

InChI 密鑰

JLIDBLDQVAYHNE-LXGGSRJLSA-N

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一般說明

2-cis,4-trans-脱落酸(ABA)是一种有机物,用作有机合成的起始原料。也用作不对称合成中的手性助剂。ABA衍生物可作为手性模板诱导特定产物的生成,用于控制反应的立体化学性质。

應用


  • 脱落酸的手性分离:研究展示了使用苯基柱和γ-环糊精流动相的高效液相色谱法进行的脱落酸的直接手性分离,推动了植物应激激素研究所必需的分析方法的进步(Terashima et al., 2023)。

  • 黄嘌呤氧化酶抑制活性:一项涉及脱落酸衍生物的研究表明,黄嘌呤氧化酶具有显著的抑制活性,具有潜在的健康益处和治疗应用(Miyata et al., 2019)。

  • 抗癌潜力:来自红树林内生真菌的含脱落酸提取物具有细胞毒性特性,并诱导人癌症细胞的G(0)/G(1)细胞周期停滞和凋亡,研究突出了其在癌症治疗策略中的潜力(Zhou et al., 2018)。

  • 抗糖尿病活性:来自内生真菌的含脱落酸提取物显示出抗糖尿病活性前景,通过天然产物研究可能增加糖尿病的治疗选择(Uzor et al., 2017)。

  • 葡萄糖耐受性和胰岛素血症的下降:一项突破性的研究发现,水果提取物中微克量的脱落酸显著提高了大鼠和人类的葡萄糖耐受性,降低了胰岛素水平,这表明它可以作为治疗糖尿病的膳食补充剂(Magnone et al., 2015)。

儲存類別代碼

11 - Combustible Solids

水污染物質分類(WGK)

WGK 3

閃點(°F)

Not applicable

閃點(°C)

Not applicable

個人防護裝備

Eyeshields, Gloves, type N95 (US)


历史批次信息供参考:

分析证书(COA)

Lot/Batch Number

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Scott Hayes et al.
Current biology : CB, 29(10), 1669-1676 (2019-05-06)
Global food production is set to keep increasing despite a predicted decrease in total arable land [1]. To achieve higher production, denser planting will be required on increasingly degraded soils. When grown in dense stands, crops elongate and raise their
Scott A M McAdam et al.
The New phytologist, 198(2), 429-441 (2013-02-21)
Little is known about how a predominantly passive hydraulic stomatal control in ferns and lycophytes might impact water use under stress. Ferns and lycophytes occupy a diverse array of habitats, from deserts to rainforest canopies, raising the question of whether
Haifeng Jia et al.
The New phytologist, 198(2), 453-465 (2013-02-22)
Fleshy fruits are classically divided into climacteric and nonclimacteric types. It has long been thought that the ripening of climacteric and nonclimacteric fruits is regulated by ethylene and abscisic acid (ABA), respectively. Here, we report that sucrose functions as a
Kai Shu et al.
PLoS genetics, 9(6), e1003577-e1003577 (2013-07-03)
Seed dormancy is an important economic trait for agricultural production. Abscisic acid (ABA) and Gibberellins (GA) are the primary factors that regulate the transition from dormancy to germination, and they regulate this process antagonistically. The detailed regulatory mechanism involving crosstalk
Belmiro Vilela et al.
PloS one, 8(2), e58105-e58105 (2013-03-08)
The Arabidopsis kinase OPEN STOMATA 1 (OST1) plays a key role in regulating drought stress signalling, particularly stomatal closure. We have identified and investigated the functions of the OST1 ortholog in Z. mays (ZmOST1). Ectopic expression of ZmOST1 in the

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