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48880

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

Quality Level

100

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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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)
E.P. Serebryakov et al.
Phytochemistry, 23, 1847-1847 (1984)
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
Gemma L Hoyle et al.
Global change biology, 19(5), 1549-1561 (2013-03-19)
Global warming is occurring more rapidly above the treeline than at lower elevations and alpine areas are predicted to experience above average warming in the future. Temperature is a primary factor in stimulating seed germination and regulating changes in seed
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
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