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Sigma-Aldrich

Gibberellin

80% gibberellin A3 basis (TLC)

Synonym(s):

GA3, Gibberellic acid

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About This Item

Empirical Formula (Hill Notation):
C19H22O6
Molecular Weight:
346.37
Beilstein/REAXYS Number:
54346
MDL number:
MFCD00079329
UNSPSC Code:
12352106
PubChem Substance ID:
57651166
NACRES:
NA.77

assay

80% gibberellin A3 basis (TLC)

optical activity

[α]20/D +80±3°, c = 1% in methanol

SMILES string

[H][C@@]12CC[C@]3(O)C[C@]1(CC3=C)[C@@H](C(O)=O)[C@]4([H])[C@@]5(C)[C@@H](O)C=C[C@@]24OC5=O

InChI

1S/C19H22O6/c1-9-7-17-8-18(9,24)5-3-10(17)19-6-4-11(20)16(2,15(23)25-19)13(19)12(17)14(21)22/h4,6,10-13,20,24H,1,3,5,7-8H2,2H3,(H,21,22)/t10-,11+,12-,13-,16-,17+,18+,19-/m1/s1

InChI key

IXORZMNAPKEEDV-OBDJNFEBSA-N

Related Categories

Application


  • Analysis Transcriptome and Phytohormone Changes Associated with the Allelopathic Effects of Ginseng Hairy Roots Induced by Different-Polarity Ginsenoside Components.: This article focuses on how gibberellin interacts with other phytohormones to mediate the allelopathic effects of ginseng, using transcriptomic approaches to understand biological interactions (Zhou et al., 2024).

  • Combined transcriptome and proteome analysis reveal the key physiological processes in seed germination stimulated by decreased salinity in the seagrass Zostera marina L.: Discusses the role of gibberellin in enhancing seed germination under reduced salinity conditions, linking hormonal changes to physiological adaptations (Zhang et al., 2023).

  • Electrochemistry detection of estrogenic effect: Regulation of de novo purine synthesis and catabolism by gibberellin and fulvestrant.: This study explores the biochemical pathways influenced by gibberellin and its interactions with other compounds in the context of estrogenic effects, offering insights into its broader physiological roles (Wang et al., 2024).

Biochem/physiol Actions

A "classical" ubiquitous plant hormone, with diverse effects, such as stilumating stem and root growth, and stimulating seed germination.

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

Certificates of Analysis (COA)

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Furong Peng et al.
Plant disease, 104(9), 2434-2439 (2020-07-11)
Wheat stripe rust, caused by Puccinia striiformis f. sp. tritici (Pst), is one of the most important and devastating diseases of wheat; therefore, it is necessary to rapidly and accurately quantify fungicide effectiveness to monitor Pst sensitivity and manage the
Debao Huang et al.
The Plant cell, 27(6), 1681-1696 (2015-05-24)
Cellulose, which can be converted into numerous industrial products, has important impacts on the global economy. It has long been known that cellulose synthesis in plants is tightly regulated by various phytohormones. However, the underlying mechanism of cellulose synthesis regulation
Gokhan Kir et al.
Plant physiology, 169(1), 826-839 (2015-07-15)
Brassinosteroids (BRs) are plant hormones involved in various growth and developmental processes. The BR signaling system is well established in Arabidopsis (Arabidopsis thaliana) and rice (Oryza sativa) but poorly understood in maize (Zea mays). BRASSINOSTEROID INSENSITIVE1 (BRI1) is a BR
Yasutaka Chiba et al.
Journal of plant research, 128(4), 679-686 (2015-03-25)
NRT1/PTR FAMILY (NPF) proteins were originally identified as nitrate or di/tri-peptide transporters. Recent studies revealed that this transporter family also transports the plant hormones auxin (indole-3-acetic acid), abscisic acid (ABA), and gibberellin (GA), as well as secondary metabolites (glucosinolates). We
Lijuan Chai et al.
Plant science : an international journal of experimental plant biology, 229, 215-224 (2014-12-03)
Seedless varieties are of particular importance to the table-grape and raisin industries. Gibberellin (GA) application is widely used in the early stages of seedless berry development to increase berry size and economic value. However, the underlying mechanism of GA induction
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