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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)
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
Claus Schwechheimer et al.
Current opinion in plant biology, 12(1), 57-62 (2008-10-22)
Gibberellic acid (GA) promotes a range of developmental and growth processes in plants, the most well-known being germination, elongation growth and flowering time. DELLA repressors are the key players of the pathway. Their presence or their GA-dependent turnover via the
Pia Guadalupe Dominguez et al.
Plant physiology, 161(3), 1486-1500 (2013-01-11)
Asr (for ABA, stress, ripening) genes are exclusively found in the genomes of higher plants, and the encoded proteins have been found localized both to the nucleus and cytoplasm. However, before the mechanisms underlying the activity of ASR proteins can
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