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J2500

Sigma-Aldrich

(±)-Jasmonic acid

suitable for plant cell culture, BioReagent, liquid

Synonym(s):

(±)-1α,2β-3-Oxo-2-(cis-2-pentenyl)cyclopentaneacetic acid

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About This Item

Empirical Formula (Hill Notation):
C12H18O3
CAS Number:
77026-92-7
Molecular Weight:
210.27
MDL number:
MFCD04221274
UNSPSC Code:
10171502
PubChem Substance ID:
24896192
NACRES:
NA.72

product line

BioReagent

Quality Level

200

form

liquid

technique(s)

cell culture | plant: suitable

application(s)

agriculture

storage temp.

2-8°C

SMILES string

CC\C=C/C[C@H]1[C@@H](CCC1=O)CC(O)=O

InChI

1S/C12H18O3/c1-2-3-4-5-10-9(8-12(14)15)6-7-11(10)13/h3-4,9-10H,2,5-8H2,1H3,(H,14,15)/b4-3-/t9-,10-/m0/s1

InChI key

ZNJFBWYDHIGLCU-CMIOBCHKSA-N

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Application

Jasmonic acid (JA) is a plant hormone derived from linolenic acid. Jasmonic acid is involved in plant cell signaling responses to abiotic and biotic stress. JA is involved in the regulation of processes that include growth inhibition, senescence, flower development, leaf abscission and tendril coiling. JA is also involved in wound healing of plants and systemic acquired resistance to attack by insects.

Preparation Note

Preparation and Use

Other Notes

Note: This product is a clear, colorless to very light yellow oil that adheres to the surface of the vial.

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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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Aurélie Gfeller et al.
Science signaling, 3(109), cm4-cm4 (2010-02-18)
Jasmonates control defense gene expression, growth, and fertility throughout the plant kingdom and have been studied extensively in Arabidopsis thaliana. The prohormone jasmonic acid (JA) is conjugated to amino acids such as isoleucine to form the active hormone jasmonoyl-isoleucine (JA-Ile).
Longfei Wang et al.
Proceedings of the National Academy of Sciences of the United States of America, 118(13) (2021-03-28)
Polyploidy is a prominent feature for genome evolution in many animals and all flowering plants. Plant polyploids often show enhanced fitness in diverse and extreme environments, but the molecular basis for this remains elusive. Soil salinity presents challenges for many
Alejandra Chacón-López et al.
Plant signaling & behavior, 6(3), 382-392 (2011-03-04)
Plants are exposed to several biotic and abiotic stresses. A common environmental stress that plants have to face both in natural and agricultural ecosystems that impacts both its growth and development is low phosphate (Pi) availability. There has been an
Yu Hua Wang et al.
Plant signaling & behavior, 6(4), 494-500 (2011-03-17)
Plant growth and development is influenced by mutual interactions among plant hormones. The five classical plant hormones are auxins, cytokinins, gibberellins, abscisic acid and ethylene. They are small diffusible molecules that easily penetrate between cells. In addition, newer classes of
Kyoungwon Cho et al.
Journal of proteome research, 6(9), 3581-3603 (2007-08-23)
Two global approaches were applied to develop an inventory of differentially expressed proteins and genes in rice (cv. Nipponbare) seedling grown on Murashige and Skoog medium with and without jasmonic acid (JA). JA significantly reduced the growth of shoot, root
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