Skip to Content
Merck
All Photos(1)

Documents

B3438

Sigma-Aldrich

Pyrabactin

≥98% (HPLC)

Synonym(s):

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

Sign Into View Organizational & Contract Pricing
All Photos(1)

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’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

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
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
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)
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
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

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service