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B3438

Sigma-Aldrich

Pyrabactin

≥98% (HPLC)

Synonym(s):

4-Bromo-N-(2-pyridinylmethyl)-1-napthalenesulfonamide, 4-Bromo-N-(pyridin-2-ylmethyl)naphthalene-1-sulfonamide

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About This Item

Empirical Formula (Hill Notation):
C16H13BrN2O2S
CAS Number:
419538-69-5
Molecular Weight:
377.26
MDL number:
MFCD01116067
UNSPSC Code:
51111800
PubChem Substance ID:
329773217
NACRES:
NA.77

Quality Level

100

Assay

≥98% (HPLC)

form

powder

color

white to off-white

solubility

DMSO: >10 mg/mL

storage temp.

room temp

SMILES string

Brc1ccc(c2ccccc12)S(=O)(=O)NCc3ccccn3

InChI

1S/C16H13BrN2O2S/c17-15-8-9-16(14-7-2-1-6-13(14)15)22(20,21)19-11-12-5-3-4-10-18-12/h1-10,19H,11H2

InChI key

GJSDYQXOSHKOGX-UHFFFAOYSA-N

Application

Pyrabactin has been used to form a homogeneous complex of PYL3−pyrabactin for the protein purification by size-exclusion chromatography.

Biochem/physiol Actions

Pyrabactin is a synthetic plant growth inhibitor that acts as a seed-selective abscisic acid (ABA) agonist. Pyrabactin acts through Pyrabactin Resistance 1 (PYR1), the founding member of a family of START proteins called PYR/PYLs, which are necessary for both pyrabactin and ABA signaling in vivo. Eventually, it is hoped to lead to a compound that could be sprayed on crops to protect them from drought.

Pictograms

Skull and crossbones
GHS06

Signal Word

Danger

Hazard Statements

H301,H319

Hazard Classifications

Acute Tox. 3 Oral - Eye Irrit. 2

Storage Class Code

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

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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Seungsu Han et al.
Plant molecular biology, 100(3), 319-333 (2019-04-04)
We determined the structure of OsPYL/RCAR3:OsPP2C50 complex with pyrabactin. Our results suggest that a less-conserved phenylalanine of OsPYL/RCAR subfamily I is one of considerations of ABA agonist development for Oryza sativa. Pyrabactin is a synthetic chemical mimicking abscisic acid (ABA), a
Vicent Arbona et al.
Plant molecular biology, 93(6), 623-640 (2017-02-06)
Soil flooding reduces root abscisic acid (ABA) levels in citrus, conversely to what happens under drought. Despite this reduction, microarray analyses suggested the existence of a residual ABA signaling in roots of flooded Carrizo citrange seedlings. The comparison of ABA
Wenqiang Fan et al.
Plant physiology and biochemistry : PPB, 94, 28-34 (2015-05-23)
Pyrabactin, an agonist of abscisic acid (ABA), has led to the isolation and characterization of pyrabactin resistance 1/pyrabactin resistance 1-like (PYR1/PYLs) ABA receptors in Arabidopsis, which has well explained ABA-mediated stomatal movement and stress-related gene expression. In addition to inducing
Crystallization and preliminary X-ray diffraction studies of the abscisic acid receptor PYL3 and its complex with pyrabactin
Zhang X, et al.
Acta Crystallographica Section F, Structural Biology and Crystallization Communications, 68(4), 479-482 (2012)
Tatjana Peskan-Berghöfer et al.
The New phytologist, 208(3), 873-886 (2015-06-16)
Root colonization by the beneficial fungus Piriformospora indica is controlled by plant innate immunity, but factors that channel this interaction into a mutualistic relationship are not known. We have explored the impact of abscisic acid (ABA) and osmotic stress on

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