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B3438

Sigma-Aldrich

Pyrabactin

≥98% (HPLC)

Synonyme(s) :

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

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About This Item

Formule empirique (notation de Hill):
C16H13BrN2O2S
Numéro CAS:
419538-69-5
Poids moléculaire :
377.26
Numéro MDL:
MFCD01116067
Code UNSPSC :
51111800
ID de substance PubChem :
329773217
Nomenclature NACRES :
NA.77

Niveau de qualité

100

Pureté

≥98% (HPLC)

Forme

powder

Couleur

white to off-white

Solubilité

DMSO: >10 mg/mL

Température de stockage

room temp

Chaîne SMILES 

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

Clé InChI

GJSDYQXOSHKOGX-UHFFFAOYSA-N

Application

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

Actions biochimiques/physiologiques

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.

Pictogrammes

Skull and crossbones
GHS06

Mention d'avertissement

Danger

Mentions de danger

H301,H319

Classification des risques

Acute Tox. 3 Oral - Eye Irrit. 2

Code de la classe de stockage

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

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

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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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