B3438

Pyrabactin

Name: Pyrabactin
Brand: SIGMA
Price: 163.2 USD
Availability: InStock

≥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

Key Documents

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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

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Show Differences

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This Item	SML0355	SML0942	S7326
Sigma-Aldrich B3438 Pyrabactin	Sigma-Aldrich SML0355 BCTC	Sigma-Aldrich SML0942 GSK2193874	Sigma-Aldrich S7326 SB 657510
form powder	form powder	form powder	form powder
assay ≥98% (HPLC)	assay ≥98% (HPLC)	assay ≥98% (HPLC)	assay ≥98% (HPLC)
Quality Level 100	Quality Level 100	Quality Level 100	Quality Level 100
storage temp. room temp	storage temp. room temp	storage temp. room temp	storage temp. room temp
solubility DMSO: >10 mg/mL	solubility DMSO: >10 mg/mL	solubility DMSO: >5 mg/mL, clear	solubility DMSO: ≥30 mg/mL
color white to off-white	color white to beige	color white to beige	color white to off-white

Application

Pyrabactin has been used to form a homogeneous complex of PYL3−pyrabactin for the protein purification by size-exclusion chromatography.[1]

Biochem/physiol Actions

Pyrabactin is a synthetic plant growth inhibitor that acts as a seed-selective abscisic acid (ABA) agonist.

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

GHS06

signalword

Danger

hcodes

H301,H319

pcodes

P301 + P310 + P330 - P305 + P351 + P338

Hazard Classifications

Acute Tox. 3 Oral - Eye Irrit. 2

Storage Class

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

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number

0000210401

0000210400

0000196173

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Depletion of abscisic acid levels in roots of flooded Carrizo citrange (Poncirus trifoliata L. Raf. × Citrus sinensis L. Osb.) plants is a stress-specific response associated to the differential expression of PYR/PYL/RCAR receptors.

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

Structural determinants for pyrabactin recognition in ABA receptors in Oryza sativa.

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)

Pyrabactin regulates root hydraulic properties in maize seedlings by affecting PIP aquaporins in a phosphorylation-dependent manner.

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

Sustained exposure to abscisic acid enhances the colonization potential of the mutualist fungus Piriformospora indica on Arabidopsis thaliana roots.

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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Pyrabactin