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Sigma-Aldrich

Gibberellic acid

90% gibberellin A3 basis (HPLC)

Synonym(s):

GA3, Gibberellin A3

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About This Item

Empirical Formula (Hill Notation):
C19H22O6
CAS Number:
77-06-5
Molecular Weight:
346.37
Beilstein:
54346
EC Number:
201-001-0
MDL number:
MFCD00079329
UNSPSC Code:
12352106
PubChem Substance ID:
57651167
NACRES:
NA.77

Assay

90% gibberellin A3 basis (HPLC)

optical activity

[α]20/D +78±5°, c = 2% in methanol

SMILES string

C[C@]12[C@@H](O)C=C[C@@]3(OC1=O)[C@@H]4CC[C@]5(O)C[C@]4(CC5=C)[C@H]([C@H]23)C(O)=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

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General description

Gibberellic acid is an endogenous plant growth regulator

Application

Gibberellic acid has been used to study mechanical properties with cellular resolution in the light-grown hypocotyl of Arabidopsis thaliana.

Biochem/physiol Actions

Phytohormone that controls important aspects of plant growth: germination, elongation, and flowering. The effects are mediated by inducing degradation of the DELLA repressor protein, and probably other minor signalling pathways.

Other Notes

Structure-activity studies

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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E.P. Serebryakov et al.
Phytochemistry, 23, 1847-1847 (1984)
An automated confocal micro-extensometer enables in vivo quantification of mechanical properties with cellular resolution
Robinson S, et al.
Plant Cell, 29(12), 2959-2973 (2017)
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
Jinhua Li et al.
Journal of experimental botany, 63(18), 6407-6420 (2012-10-19)
Plants have evolved and adapted to different environments. Dwarfism is an adaptive trait of plants that helps them avoid high-energy costs under unfavourable conditions. The role of gibberellin (GA) in plant development has been well established. Several plant dehydration-responsive element-binding
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
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